views from Mt. Race

TIPS FOR BACKPACKING IN MASSACHUSETTS

Backpacking in the other new england states.

  • Backpacking in Connecticut
  • Backpacking in Maine
  • Backpacking in Massachusetts
  • Backpacking in New Hampshire
  • Backpacking in Vermont

BACKPACKING CHECKLIST

  • Food and snacks
  • Electrolytes drink (i.e. Gatorade, Powerade, etc.)
  • Hiking shoes or hiking boots
  • Backpack cover or bag liner
  • Tent, tarp-tent, bivy, or hammock
  • Sleeping bag or quilt
  • Sleeping pad
  • Headlamp and batteries
  • Guidebook or route description
  • Permits (if applicable)
  • Water bottles and/or water bladder/hydration reservoir
  • Water filter
  • Trekking poles
  • Sunglasses / contacts
  • Camp shoes, down booties, sandals or crocs
  • Tent footprint, tarp or ground cloth
  • Fishing gear
  • Sanitation shovel
  • Shirts-quick drying
  • Hiking pants, hiking shorts or kilts
  • Waterproof jacket
  • Camp clothing
  • Underwear-quick drying
  • Waterproof hiking pants
  • Fleece jacket, softshell jacket and/or down jacket
  • Bandana and/or face towel
  • Winter gloves or mittens
  • Winter facemask or balaclava
  • Stove and fuel
  • Cooking utensils
  • Cooking pot and/or cooking bowl
  • Bowls and/or plates
  • Tiolet paper
  • Hand sanitizer
  • Toothbrush/toothpaste
  • Sun-screen lotion
  • Bio-degradeable soap
  • Matches or lighter
  • Safety whistle
  • Medical kit
  • Knife, Razor-blade or multi-tool
  • Identification
  • Duct tape or superglue
  • Rope or nylon cord
  • First-aid Handbook
  • Signaling mirror
  • Bear bag or canister
  • Personal location beacon ('PLB')
  • Foot traction
  • Alcohol/booze
  • Plastic wine glasses
  • Tripod or mini-tripod
  • Playing cards
  • Book/magazine/e-reader
  • Pet supplies
  • Pencil/pen/paper
  • Mini-speakers
  • Miniature lantern
  • Binoculars / monoculars

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The 10 best hiking trails in Massachusetts

Apr 13, 2021 • 6 min read

Information Wooden Signs at the Beginning of a Mountain Path. Mount Greylock, The Berkshires, MA.

Massachusetts' hiking trails are a great way to enjoy the outdoors © Albert Pego / Getty Images / iStockphoto

From the woodsy hills of the Berkshires to the stunning heights of Mt Greylock, Massachusetts offers a handful of challenging and stress-free hikes to explore the state's natural side. Here are seven of our favorites.  

Editor's note: Please check the latest travel restrictions before planning any trip and always follow government advice.

Bash Bish Falls and Green Pool

Bash Bish Falls

In the very southwest corner of the state, near the New York state line, is Bash Bish Falls, the largest waterfall in Massachusetts. The water feeding the falls runs down a series of gorges before the torrent is sliced in two by a massive boulder perched directly above a pool. There it drops as a picture-perfect double waterfall. These 60ft-high falls are a popular spot for landscape painters to set up their easels.

A short, steep trail leads directly to the falls viewing area from the Massachusetts parking lot. For a gentler walk, continue driving 1 mile west across the state border to the New York parking lot, from where a more level path takes you to the scenic overlook. There used to be stair access to the pool at the bottom of the falls but this is closed off to visitors for the time being. Hikes from both starting points take about 20 minutes each way.

To get there from Great Barrington, take MA 23 west to South Egremont. Turn onto MA 41 south and then take the immediate right onto Mt Washington Rd (which becomes East St) and continue for 7.5 miles. Turn right onto Cross Rd, then right onto West St and continue 1 mile. Turn left onto Falls Rd and follow that for 1.5 miles. The parking lot and trailhead will be on your left.

Scenic view from Monument Mountain

Monument Mountain and Peeskawso Peak

Monument Mountain is a storied part of Massachusetts – literally. Many fans of American literature know that  Nathaniel Hawthorne and Herman Melville  hiked Monument Mountain and spent the day discussing the project that would become  Moby Dick.  Indeed, Pittsfield, Massachusetts still hosts public readings of the famously long novel and leads an annual hike to commemorate the authors' picnic-cum-craft talk.

But long before Melville set up residence in the area, Monument Mountain's sister summit was dubbed Squaw Mountain by colonial settlers – supposedly based on a local legend about a Mohican woman. In 2021, indigenous tribes and local leaders selected a new name , Peeskawso Peak, which swaps the racist and sexist pejorative for the Mohican term for a "virtuous woman." The renaming coincides with a broader plan to emphasize and expand on the region's long Indigenous history in trail signage, museum exhibits, and more. 

You can see Monument Mountain and Peeskawso Peak yourself less than 5 miles north of Great Barrington center on US 7. Turning right from the parking lot, the 3-mile circular route ascends steeply via the Hickey trail and runs along the cliff edge to Peeskawso Peak and the Devil's Pulpit lookout. From the top you'll get fabulous views all the way to Mt Greylock to the northwest and to the Catskills in New York.

Cape Cod: Nickerson State Park / Cape Cod Trail with sign & cyclist

Cape Cod Rail Trail 

The mother of all Cape bicycle trails, the  Cape Cod Rail Trail  runs 22 glorious paved miles through forest, past cranberry bogs and along sandy ponds ideal for a dip. This rural route, formerly used as a railroad line, is one of the finest bike trails in all of New England.

The path begins in Dennis on MA 134 and continues through  Nickerson State Park  in Brewster, into Orleans and across the  Cape Cod National Seashore , all the way to South Wellfleet.

There's a hefty dose of Ye Olde Cape Cod scenery en route and you'll have opportunities to detour into villages for lunch or sightseeing. If you have only enough time to do part of the trail, begin at Nickerson State Park and head for the National Seashore – the landscape is unbeatable.

Bicycle rentals are available at the trailheads in Dennis and Wellfleet and opposite the National Seashore's visitor center in Eastham. There's car parking at all four sites (free except for Nickerson).

View of the Boston skyline from  the top of Blue Hills Reservation

The Blue Hills Reservation

Move over, Griffith Park  – there's more than one exurban trail with stunning views of major city skylines. Just twenty minutes outside Boston, the Blue Hills Reservation boasts over a hundred miles of trails, including one with panoramic vantages of Beantown from the summit of Great Blue Hill. Take the Skyline Loop Trail from the Blue Hills Reservation headquarters. It's just three miles from start to finish, but you can expect some glute-burning climbs along the way, particularly as you tackle Hancock Hill via a series of stone steps. Be sure to climb the Eliot Observation Tower at the top for the best glimpse of Boston's glittering buildings.  

On Top of Mount Greylock

Mt Greylock trails 

Mt Greylock has hikers of all levels covered. Take your pick from 45 miles of hiking trails, along 13 marked routes, including a portion of the Appalachian Trail. Frequent trail pull-overs on the road up – including some that lead to waterfalls – make it easy to get at least a little hike in before reaching the top of Mt Greylock. The road to the top is closed from November to late May, but the trails are open year-round.

Mount Norwottuck

Mount Norwottuck has the distinction of being the highest peak in the Holyokes, a geologically unusual mountain range of ancient volcanic basalt that runs east to west, rather than north to south. Norwottuck affords great views of the surrounding valley, and the trailhead by the Visitor's Center is easily reached from Amherst. You can tackle Norwottuck's summit (1,106ft) in a moderate three mile loop by combining the Robert Frost and Metacomet-Monadnock trails. Along the way, you'll also have a chance to see a series of overhanging ledges known as the Horse Caves, which played a small roll in early American history when insurrectionists hid here after Shay's Rebellion in the late 1780s.

Bartholomew's Cobble 

South of Great Barrington, it's easy to kill a few hours at the 329-acre Bartholomew's Cobble, a “cobble” being a high, rocky knoll of limestone, marble or quartzite. Five miles of hiking trails provide routes for enjoying the cobble and the woods, including the strenuous route to the top of Hurlburt's Hill, and the Ledges Trail, which weaves along the Housatonic River.

Autumn mist in the village of Tyringham in the Berkshires

Tyringham Cobble 

To get some perspective on this tiny village's pastoral splendor, take a 2-mile hike over the knobs of Tyringham Cobble, which offers wildflower-strewn hillsides and spectacular views. Look for wild berries growing in the meadows and the uniquely shaped Rabbit Rock perched along this Berkshires trail.

Dune Shacks Trail

Pull off MA 6 and after a short walk you'll find yourself surrounded by dunes as far as you can see. There's no one trail (keep walking relatively straight and you'll get to a lovely beach) so you can wander the sand hills as you wish. Make sure to bring lots of sunscreen and note the location where you began your walk.

There are just a few spots to park along MA 6. It's accessible by bike (no bike rack, but a few road signs if you want to chance it) or a very long walk from town.

Hoosac Range Trail 

Near North Adams, there is an easy 1.6-mile trail to Sunset Rock, where you can pick blueberries in season. If you have more time, take the moderate 6.2-mile trail to Spruce Hill, where you'll be rewarded with open ledges and long views. The trail is known for rocky glacial cliffs and creepy tree formations, caused by wind and ice.

You might also like: 

New England's best hiking trails   How to road trip New England on a budget   Massachusetts' 6 best road trips  

This article was first published November 2020 and updated April 2021

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Backpacking in Massachusetts: TOP 5 Multi-Day Trails

  • By Alex Jardine
  • Last updated: March 20, 2024

In this post, we'll take a look at:

Backpacking in Massachusetts offers immense variety for outdoor enthusiasts, from the storied Berkshires to windswept Cape Cod, including popular destinations like the Appalachian Trail and Mount Greylock.

And that’s what this post is all about. We’ll provide tips to help you prepare for backpacking in this diverse state as well as showcase the TOP 5 multi-day trails in Massachusetts.

Interested? Let’s get started!

Key Tips for Backpacking in Massachusetts

  • What to expect: Exploring Massachusetts involves walking in thick, green forests, going up and down hills, and enjoying calm lakes. The weather is often humid, and there’s lots of rain, so be ready for wet and muddy trails that can be tough to hike. But the many plants and trees provide beautiful sights, lots of shade, and protection from the rain.
  • Essential gear: Bring light rain gear, such as a waterproof jacket and pants, to stay dry in the rain. Carry bug spray and a first aid kit to deal with bug bites and scratches from thick plants. Use a compass, map, or GPS to navigate on trails covered with plants. Stay hydrated and energized by bringing drinks like powders, bars, or sports mixes for wet conditions.
  • Wildlife: Massachusetts has some wildlife risks, but attacks are rare. Black bears and coyotes usually avoid people but can be aggressive if startled or protecting young. Bees and wasps defend nests aggressively and may cause allergic reactions. The copperhead is the state’s only venomous snake, but its range is limited, and bites are rarely fatal.
  • Wild camping is largely prohibited in Massachusetts due to strict regulations. Camping outside designated areas in state parks and forests, pitching tents in the woods, or sleeping on beaches is illegal. Legal backcountry camping options are limited, as conservation areas forbid camping, and camping on private property requires owner permission. The only sanctioned camping occurs in designated campgrounds within state parks or permitted sites.
  • Best times to go are from late spring to early fall, roughly May to September. The summer months of June to August are particularly favored due to comfortable weather and favorable trail conditions, providing an excellent opportunity to explore the diverse landscapes. Fall, from September to October, is another great period with pleasant temperatures and the added charm of autumn foliage for backpacking adventures.

Top 5 Backpacking Trails in Massachusetts

Discover the most stunning long trails in Massachusetts for amazing adventures:

1. Taconic Crest Trail: South to North

Hikers on the Lulu Brook Trail in Pittsfield State Forest enjoying a sunny autumn day

Pilotgirl, CC BY-SA 2.0 , via flickr

Length: 35.8 mi / 57.6 km Type: Point to point Difficulty: Hard Elevation Gain: 7555 ft / 2303 m Location: Pittsfield State Forest Estimated Hiking Calorie Burn: 4500 calories More Details: See on AllTrails

The 35.8-mile Berkshire Brook Trail near Pittsfield offers a scenic point-to-point route through western Massachusetts’ forests and hills from April to October. The multi-use trail provides opportunities for day hiking, backpacking, and birdwatching as hikers traverse verdant woodlands blanketed with ferns, experiencing solitude. However, some muddled ATV sections detract from the wilderness feel. Completing the distance takes around 18 hours if you are fit.

2. AT: Goose Pond Road to Cheshire

The West Branch of the Westfield River flowing through October Mountain State Forest on a gloomy, overcast day

Scott Johnson, CC BY-SA 2.0 , via flickr

Length: 32 mi / 51.5 km Type: Point to point Difficulty: Hard Elevation Gain: 4694 ft / 1431 m Location: Appalachian Trail Corridor Estimated Hiking Calorie Burn: 3800 calories More Details: See on AllTrails

The 32.0-mile Arizona-New York Trail near Tyringham offers a scenic but challenging point-to-point route, averaging 14 hours to complete. However, as a multi-day backpacking trail, it sees few travelers, allowing for solitude. The journey begins at Goose Pond Road, proceeding to tranquil Goose Pond and its shoreline access. Continuing on, hikers reach the prime overnight stay at October Mountain Shelter. Further along the AT, past Kaywood Shelter, the route crosses Dalton before Crystal Mountain Campground’s campsites provide the next stopover.

3. Midstate Trail: Tafts Corner Trail Head to Wachusett Mountain

The worn observation tower stands tall on the bare rocky summit of Mount Wachusett against a clear blue sky, with green forests

Kyle Marshall, CC BY-SA 2.0 , via flickr

Length: 35.5 mi / 57.1 km Type: Point to point Difficulty: Hard Elevation Gain: 3812 ft / 1162 m Location: Spencer Estimated Hiking Calorie Burn: 4100 calories More Details: See on AllTrails

The 35.5-mile Mid-State Trail near Spencer, MA provides a scenic point-to-point route averaging 14 hours to complete. As a multi-day backpacking trail with few encounters, solitude is ensured. Best across two days from Route 9 in Spencer to the Wachusett Mountain Ski Area, hikers pass ponds with summit views from Wachusett Mountain of Monadnock. Spreading the journey through woodlands over multiple days offers a relaxing immersion in nature ideal for wilderness escape. During warmer months, careful tick checks are recommended on this ideal trail for solitude-seeking backpackers.

4. Robert Frost Trail

The shaded Robert Frost Trail in Amherst, MA winds through a lush green maple forest dappled with sunlight on a warm summer day

Paul-W, CC BY-SA 2.0 , via flickr

Length: 40 mi / 64.7 km Type: Point to point Difficulty: Hard Elevation Gain: 5361 ft / 1634 m Location: Wendell State Forest Estimated Hiking Calorie Burn: 4700 calories More Details: See on Hiking Project

The complete Rocky Mountain Foot Trail offers a changing hike through Western Massachusetts’ best terrain. Traversing challenging yet delightful foothills, hikers encounter crags, ponds, swamps and views through classic remote-feeling New England forest. Though easily followed with orange blazes, it connects scenic southern segments, optionally extending through the Seven Sisters ridge.

5. AT: AMC – Berkshire Chapter

Vivid fall foliage blazes orange and red across rolling fields and forested hills beneath a clear blue sky on an idyllic sunny autumn day in the Berkshire Scenery of western Massachusetts

Length: 89.7 mi / 144.3 km Type: Point to point Difficulty: Moderate Elevation Gain: 15 443 ft / 4707 m Location: Mount Washington State Forest Estimated Hiking Calorie Burn: 11 000 calories More Details: See on Hiking Project

The nearly 90-mile Massachusetts AT section moderately challenges backpackers from Connecticut to Vermont, wandering through Beartown and October Mountain State Forests. It climbs Massachusetts’ highpoint Mount Greylock, drops to North Adams before ascending Clarksburg State Forest, crossing into Vermont. Spectacular views accompany the trek, with parking near approved shelters, tenting areas, privies and water for overnight stays. Heavy rains risk muddy, slick conditions on this scenic point-to-point route.

Annual Weather Averages

In Massachusetts, ocean breezes moderate summer heat but cold winters bring snow:

  • Spring (April-May): Mild temperatures of 50-70°F, wildlife emerging, wildflowers blooming before tree pollen season hits. Some wet/muddy trails.
  • Summer (June-August): Warm and humid with temps 80-90°F. High insect levels early summer. Popular trails crowded in peak season.
  • Fall (September-October): Cooler temperatures around 60-75°F. Drier air, foliage changing, fewer bugs. Can still get warm days.
  • Winter (November-March): Frigid temps from highs of 30-40°F to lows in the teens and single digits. Snowshoes likely needed. Few people on trails.

Prior to choosing your gear, review the weather data for Massachusetts (Boston):

Alternative Backpacking Destinations

Not sure if Massachusetts is right for you?

Don’t forget to check out our backpacking guides for New Hampshire and Vermont .

Can I have a campfire while backpacking in Massachusetts? 

Campfires are heavily restricted when backpacking in Massachusetts due to the dense vegetation and forests prone to spreading fire quickly. Most parks and trails prohibit ground fires and require portable stoves for cooking. Ground fires may be allowed only in designated metal rings in established campsites, not in backcountry areas.

What are some safety tips for backpacking in Massachusetts?

When backpacking in Massachusetts, be sure to bring proper rain gear and warm layers as the weather can change quickly. Choose campsites wisely, avoiding low lying areas near water or under dead trees. Pitch your tent on flat, durable surfaces and tie it down securely. Keep food stored properly to avoid unwanted animal encounters. Let someone know your planned route and check in with them periodically if hiking alone. Always have a first aid kit, flashlight, map, and compass with you. Stay on designated trails and be bear aware. Following basic safety precautions will help ensure an enjoyable backpacking experience.

How to deal with wildlife encounters while backpacking in Massachusetts?

Massachusetts has lots of forests and wildlife, so you might run into animals, but most are not dangerous. Keep your distance from black bears, coyotes, deer, and others. Make noise to let them know you’re there, but never get too close or interact with them. Carry bear spray, use it correctly if needed, and store food safely at night. Check for ticks regularly. If bitten by an animal, clean the wound well and see a doctor just in case.

Which national or state parks in Massachusetts have backpacking options?

Massachusetts outdoor enthusiasts have several park options for backpackers to explore the mountains. Well-known choices include the Berkshires with the 28,000-acre October Mountain State Forest offering over 30 miles of trails for multi-day trips. Further north, the Quabbin Reservation features 40 miles of trails winding around wooded hills and lakes. Backpackers can also hit the Holyoke Range within the 26,000-acre Mount Tom State Reservation or journey along the 90-mile Appalachian Trail corridor within Massachusetts, passing through Beartown and Clarksburg State Forests. These areas offer remote mountain getaways for adventurous travelers to experience scenic nature.

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Best Hikes In Massachusetts: 17 Top Trails in the Bay State

Want to learn more about hiking trails in Massachusetts but don’t know where to start? Our list of the 13 top trails and mountains to hike in MA is what you need.

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Known for its stunning coastline and rugged trails, Massachusetts is a true hiker’s paradise. Planning a hiking trip to the Bay State can pose a challenge because there are so many trails to explore.

If you want to get out and enjoy the top trails Massachusetts has to offer, we’re here to help. In this guide to the best hikes in Massachusetts , we’ll introduce you to 17 of the Bay State’s top hiking trails and provide all the info you need for a fun and safe hike.

Our list includes everything from family hikes in state parks to all-day peak-bagging missions for more hardcore hikers.

The Top 19 Trails In The Bay State

1. peabody loop, noanet woodlands.

View from Noanet Peak of Boston, Hikes in Massachusetts

  • Length: 2.6 miles (141 ft. ascent)
  • Difficulty: Easy
  • Access: Noanet Woodlands Parking Lot on Powissett Street near Dover

A mere 30 minutes from downtown Boston, Noanet Woodlands is one of the best Massachusetts hikes for anyone keen to escape from the hustle and bustle of the big city.

Inside this stunning forest preserve, you have access to a 16-mile-long network of trails. Although all the trails make for a great wonder in the woods, the Peabody Loop is a fantastic afternoon adventure.

To access the Peabody Loop, you’ll start at the Powissett Street trailhead and follow the blue blazes. Along the way, you’ll enjoy pristine woodlands, chirping birds, and views of glistening ponds.

If you’re short on time, you can stick to the Peabody Loop and follow the path back to the parking lot. Or, for more of a workout, you can hop on the path to nearby Noanet Peak. From the summit of the peak, you can even see the Boston Skyline in the distance. 

RELATED READING: For more outdoor adventures check out our guide to the best campgrounds in Massachusetts .

2. Mount Greylock Loop, Mount Greylock State Reservation

Mount Greylock, Massachusetts

  • Length: 6.6 miles (2,226 ft. ascent)
  • Difficulty: Moderate to hard
  • Access: Bellows Pipe Trailhead on Gould Road near Adams

The tallest peak in the state, Mount Greylock is a must-do for serious adventurers and one of our favorite day hikes in Massachusetts . Located in the northwest corner of MA, there are many paths to the summit of Greylock. However, this loop allows you to experience as much of the peak as possible for the full hiking experience.

To access Mount Greylock, start at the parking lot on Gould Road near the town of Adams. Be warned, however, that the lot is near private property, so be sure to park in the designated lot to avoid any access issues. 

For this 6.6-mile hike, you’ll first make your way up the Bellows Pipe Trail. This is a well-marked trail and even overlaps with the Appalachian Trail (AT) for a short section. You’ll climb switchbacks for quite a while before topping out on the summit of Mount Greylock.

Once on the summit, you can sit back and enjoy the spectacular views over Western Mass and check out Bascom Lodge and the War Memorial Tower. After you’ve enjoyed the vistas, follow the AT south for a short time until you hit the Gould Trail. This path will take you down toward a small parking lot that’s just a short walk down the road from your original starting point.

For a more direct route to the summit, take the Campground Trail and Hopper Trail. This 5.6-mile trail begins roughly 5 miles from the Visitor Center on Rockwell Road at the campground parking lot and takes you past a peaceful beach and through pretty forest on your way to the peak.

3. The Great Island Trail, Cape Cod National Seashore

The Great Island Trail, Cape Cod National Seashore

  • Length: 8.8 miles (132 ft. ascent)
  • Access: Great Island Parking Area near Wellfleet

One of Massachusetts’ premier seaside hikes, the Great Island Trail is the perfect summer activity. 

From the trailhead at Wellfleet, you have a choice of 4 different destinations on this hike: Jeremy Point, Jeremy Point Overlook, Great Beach Hill, and Great Island Tavern.

To visit all 4 points of interest, you’ll venture out on an 8.8-mile hike across sandy beaches and grassy plains. Along the way, you’ll be treated to unparalleled vistas of Cape Cod Bay and the Atlantic Ocean.

Nevertheless, it’s important to note that a decent portion of this path is a sandbar. That means parts of the hike are submerged during high water, making travel difficult, if not impossible, at high tide.

So, if you want to hike out to Jeremy Point, check the tide tables before you head to the park. You can always ask for tide information at the Cape Cod National Seashore Visitor Center before starting your journey, just to play it safe.

4. Mount Watatic and Nutting Hill Loop, Watatic Mountain State Wildlife Area

Views from Mount Watatic, Massachusetts

  • Length: 2.8 miles (644 ft. ascent)
  • Difficulty: Moderate
  • Access: Rindge State Road near Ashburnham

Nestled along the Massachusetts-Connecticut border, this short peak ascent of Mount Watatic is an exceptional day hike.

To access this hike, you’ll start at a small trailhead at the southern end of the Watatic Mountain State Wildlife Area. From the parking lot, you’ll head off on a rocky trail with a few minor stream crossings in the first quarter-mile.

After navigating the creeks, you’ll start climbing upward until you arrive at your first destination: the summit of Mount Watatic. Once you get your fill of the beautiful views, you can descend a mellow little path on the northwest side of the peak.

Eventually, the route will start to climb again, leading you to the summit of yet another high point. This time, you’ll stand atop Nutting Hill, which is a nice rest area, albeit with fewer views than its taller neighbor.

As soon as you get a chance to catch your breath, you can head down the hill and loop back around to the parking lot. Overall, this hike is short, sweet, and well worth the effort if you’re looking for a fun day hike in southern MA.

5. Walden Pond Hiking Trail, Walden Pond State Reservation

Walden Pond, Massachusetts

  • Length: 1.8 miles (44 ft. ascent)
  • Access: Off of Route 126 near Lincoln

One of the most historic hiking trails in all of MA, the trek around Walden Pond is an excellent option for history buffs and naturalists everywhere.

Departing from the small parking spot at the southeastern corner of the state park, this leisurely stroll is great for the whole family. It follows a relatively flat and wide path around Walden Pond, with lush forests and plenty of wildlife.

The highlight of this hike, however, is easily Henry David Thoreau’s cabin site. Although Thoreau’s original cabin (of Walden; or, Life in the Woods fame) is no longer there, you can see a replica of his home on this hike.

Plus, if you’re visiting in the summer months, don’t forget to bring your swimsuit! There are some great swimming beaches on Walden Pond, which make for an excellent way to cool off in the summer heat.

6. Bash Bish Falls Hike, Bash Bish Falls State Park

Bash Bish Falls Hike

  • Type: Out and back
  • Length: 1 mile (346ft)
  • Difficulty: Easy to moderate
  • Access: Falls Road near the town of Mount Washington

Bash Bish Falls is Massachusetts’ highest single-drop waterfall and the hike to see it is one of the best family-friendly hikes in the state. Interestingly, the falls can be accessed from either the New York or the Massachusetts side of the border, though we’ll discuss the MA hike here.

The hike starts at a small parking area on Falls Road. Immediately after leaving this, you’ll pick up a fairly wide path that heads directly into the woods.

Throughout this short, yet mildly steep hike, you’ll climb up a short hill to a viewing area. From here, you can walk up to the banks of Bash Bish Brook, where you can gaze up at the magnificent falls.

That being said, it’s worth mentioning that the path can be very icy in the winter months. So, this hike is best during the early summer, when the falls are flowing at their highest levels. Alternatively, the falls are well worth visiting in the autumn when the fall foliage adds lovely colors to the landscape. 

7. Skyline Loop, Blue Hills Reservation 

Skyline Loop, Blue Hills Reservation

  • Length: 3 miles (1,100 ft. ascent)
  • Access: Reservation Headquarters parking area near Milton

Perhaps the most scenic Boston-area hike, the Skyline Trail Loop is undoubtedly one of the best hikes in Massachusetts. Offering gorgeous scenery that rivals that of the White Mountains in New Hampshire, this hike offers a chance to summit Great Blue Hill – one of the tallest peaks on the Atlantic Seaboard.

To start this hike, park at the Blue Hills Reservation headquarters near the town of Milton. From there, you’ll follow a blue-blazed path that meanders its way up and down the Blue Hills.

Along the way, you’ll get to tag 5 separate high points, including Great Blue Hill. From the summit of Great Blue, you can even see the Boston Skyline in the distance. Once you get your fill of the exceptional views, continue down the path until you return to the parking lot. 

Alternatively, if you want more of a workout, you can make a quick side trip to Buck Hill. Although Buck Hill is a relatively short trail, it provides particularly good vistas of the Greater Boston Area. So, it’s well worth the visit!

8. Harrington Trail, Mount Wachusett State Reservation

Views south from Mt. Wachusett, Massachusetts

  • Type: Out-and-back
  • Length: 2.5 miles (746 ft. ascent)
  • Access: Harrington Trailhead on Westminster Road near Princeton

Situated in the heart of central MA, the Mount Wachusett Reservation is a superb destination for a day of adventure. The Harrington Trail offers unparalleled access to the reservation, as well as a chance to summit its highest peak: Wachusett Mountain.

After parking your vehicle at the trailhead on Westminster Road, you’ll start walking through a lush forest. The trail climbs slowly but surely upward as you make your way toward Wachusett’s summit. 

The path itself is quite wide, though it’s particularly rocky. This being so, good hiking shoes and even trekking poles are highly recommended. 

Once you are near the summit, you’ll need to do a bit of scrambling to reach the viewing area. However, at the top of Mount Wachusett, you’re treated to 360º views of Boston and even Mount Monadnock in New Hampshire to the north.

Plus, if you’re keen on more adventure, you’ll be happy to know that the state park has a large network of trails to choose from. For added fun, you can even descend Wachusett via the Jack Frost Trail and create a mini loop back to the parking lot.

Another great way to climb Mt. Wachusett is from the north side, on the Old Mountain Trail and Semuhenna Trail. This 3.9-mile loop begins on Bolton Rd. on the west side of Wachusett Lake, and takes in a scenic pond before reaching one of the route’s highlights, Balance Rock, which is a car-sized boulder perched improbably (and precariously!) atop another car-sized boulder.

9. Atlantic White Cedar Swamp Trail, Douglas State Forest

Atlantic White Cedar Swamp Trail, Douglas State Forest

  • Length: 0.5 miles (30ft)
  • Access: Wallum Lake Road near Douglas

One of the more unique hiking trails in Massachusetts, the Atlantic White Cedar Swamp is a must-visit for nature lovers. This family-friendly hike offers a chance to experience one of the Bay State’s last remaining cedar swamps on a casual walk for all to enjoy.

You can access the hike from the parking spot on Wallum Lake Road, which is well-signed and fairly easy to find. From the trailhead, you’ll follow a narrow, mostly flat boardwalk path through the swamp that’s perfect for kids and adults alike.

The path also has several numbered markers along the way. These numbered markers correspond to educational content in the state forest’s informational brochure, which you can pick up at the trailhead to learn more about the now-rare cedar swamp ecosystem.

10. Mount Race & Everett via Race Brook Falls and Mount Everett Trail, Mount Everett State Reservation

Mount Everett, Massachusetts

  • Length: 7 miles (2,700 ft. ascent)
  • Difficulty: Hard
  • Access: Race Brook Falls on Route 41 near the town of Mount Washington

If you’re keen to hike a section of the Appalachian Trail (AT) in Massachusetts, this trek to Mount Rance and Mount Everett is a sure bet. Located in the heart of Mount Everett Reservation, this challenging hike offers excellent views for your efforts.

To access this trek, you’ll begin at the Race Brook Falls parking area. You’ll start climbing uphill right out of the gate as you enter into a stunningly lush hardwood and pine forest. This early part of the trek can get very steep, however, so be sure to wear proper footwear.

After navigating some steep sections of the path, you’ll be at the base of the three-tiered Race Brook Falls. Once you snap some photos of these gorgeous falls, you can head up the trail where you’ll find yourself in a saddle where you can stop for a quick break on the AT. At this saddle, you have the option of heading north to Mount Everett or south to Mount Race.

While either peak is a worthy destination, tagging both summits offers the best chance for panoramic views. Then, you can either retrace your steps and head back to the trailhead or you can follow the AT in either direction for more adventure.

11. Lynn Woods Loop, Lynn Woods Reservation

Lynn Woods Reservation, Massachusetts

  • Length: 7 miles (543 ft. ascent)
  • Access: Great Woods Road near Lynn

Located on the shores of Massachusetts Bay, Lynn Woods is the ideal escape from the hectic streets of Boston. The reservation offers nearly 30 miles of hiking trails, and this 7-mile loop allows you to see as much of the area as possible.

The best place to start your hike in Lynn Woods is from the large parking lot on Great Woods Road. From there, you have access to nearly all of the paths in the reservation, including the large fire road that leads into the heart of the woodlands.

After ambling down the fire road for a few miles, you can turn onto Pennybrook Road (actually a trail, not a road), and then Walden Pond Road. The path will climb gradually until you reach the Mount Moriah Path. Then, you’ll ascend to the summit of Mount Moriah before descending the other side.

Eventually, the path will hook back around and take you to a stone tower, which is worth checking out. At the tower, you can even get views of the Boston skyline as a reward for all your hiking before you head back to the parking lot.

12. Mount Toby Trail, Mount Toby State Forest

Mount Toby, Massachusetts

  • Length: 3 miles (876 ft. ascent)
  • Access: Mount Toby Trailhead on Route 63 near Sunderland

If you’re visiting central Massachusetts, the Mount Toby Trail is one you won’t want to miss. The highlight of the Mount Toby State Forest , this hike begins on Route 63 near Sunderland and summits the beautiful Mount Toby. 

To follow the loop, you’ll start in a counter-clockwise direction and ascend the steep, but steady Blue Trail to the summit. At the summit of Mount Toby, you can sit back and appreciate the marvelous views over the surrounding area. 

Once you’re ready, you can descend the Robert Frost Trail back down to the valley floor for a longer, but easier descent. Alternatively, you can return down the steeper Blue Trail, but this isn’t encouraged, especially during the icy winter months. 

That said, if you take the Robert Frost Trail, you also get a chance to climb up a small observation tower. This tower is highly recommended if you have a good weather day as the views are hard to beat. The tower also has some picnic tables, so don’t forget to pack a snack to enjoy along with the scenery!

13. Halibut Point Trail, Halibut Point State Park

Halibut Point Trail, Halibut Point State Park

  • Length: 1.1 miles (50 ft. ascent)
  • Access: Gott Avenue at Halibut Point State Park near Rockport

An educational experience that the whole family can enjoy, the Halibut Point Trail is one of Northern MA’s finest day trips and an easy trail to follow.

You’ll access this enjoyable little hike from the parking area on Gott Avenue. Once you start walking, you’ll follow the trail toward an old quarry and fire tower, which is where the fun begins.

Toward the midpoint of the loop, you’ll be treated to expansive views of the entire Cape Ann coastline. Plus, if you follow a short spur trail toward the beach on a sunny day, you’ll even get a chance to see Mount Agamenticus some 80 miles away in Maine!

14. Monument Mountain 

Monument Mountain, Massachusetts

  • Length: Varies depending on the trail
  • Difficulty: Easy-Moderate
  • Access: Between Stockbridge and Great Barrington

Monument Mountain is one of the most storied peaks in all of the state. Over the years, it has been a popular destination for hikers and also artists and writers like Herman Melville and Nathaniel Hawthorne, who met here in 1850.

There are two ways to reach the 1,739-foot summit. The easiest is the 1.5-mile Indian Monument Trail, which is the longer option but more gradual and family-friendly. The more difficult and strenuous hike is the 0.8-mile Hickory Trail, which follows a pretty brook up through the forest to the peak, where great views of the Berkshire Range await!

When you reach the top, be sure to continue along the ridge to Peeskawso Peak and the Devil’s Pulpit lookout.

15. Metacomet-Monadnock Trail (Section 7), Mount Holyoke Range State Park

Metacomet-Monadnock Trail, Massachusetts

  • Type: Point-to-point
  • Length: 10 miles
  • Difficulty: Challenging
  • Access: Mountain Road, just off Hockanum Road

This is one of the most challenging hikes in the state, taking you up and over 7 minor hills called the “Seven Sisters.” On the way, you’ll put in a total of 2,684 feet of ascent, enjoy awesome views of the Connecticut River Valley and Pioneer Valley, and summit both Mount Holyoke and Mount Norwottuck.

There are plenty of highlights on this strenuous route, but our favorite has to be the Horse Caves, a series of overhanging bluffs that insurrectionists used as a hideaway following Shay’s Rebellion in the late 1780s. 

16. Cape Cod Rail Trail

Cape Cod Rail Trail, Massachusetts

  • Type: Point-to-point or out and back
  • Length: 22 miles one way
  • Access: Various points

This 22-mile route is popular with equestrians, dog-walkers, runners, hikers, and Sunday strollers alike.

Beginning in Dennis on Massachusetts Route 134, the CCRT runs through 6 Cape Cod towns on its way to the idyllic Nickerson State Park . While long, the beauty of the CCRT is that you can hike as much or as little of it as you like, hopping on or off at various trailheads along the way.

These trailheads include Stations Avenue in South Yarmouth, Route 134 in South Dennis, Headwaters Drive in Harwich, Route 137 in Brewster, Orleans Center, Salt Pond Visitors Center in Eastham, the National Seashore at Marconi Area, or LeCount Hollow Road in South Wellfleet.

The trail is entirely paved and serves up plenty of quintessential Cape Cod scenery along the way, including pretty hardwood forest, kettle ponds, cranberry bogs, and stunning beaches.

17. Hoosac Range Trail to Spruce Hill

Mt Greylock, Massachusetts

  • Length: 5.1 miles (770 ft. ascent)
  • Access: Just past Western Summit House

This 5.1-mile out-and-back moderate trail can be hiked at any time of year. The shaded forest through which you hike most of the way to the top offers some respite from the heat in the summer months and is particularly popular with snowshoers in the winter. 

Following the white and red blazes from the trailhead, you’ll climb steadily through the forest before reaching the junction with Sunset Rock Spur. From here, you can follow the Sunset Rock Spur for a more direct approach to the summit or take the longer, and perhaps more scenic route to the top by turning right. 

The summit itself is a large stone clearing affording sweeping views of the entire Greylock Range.

Hiking In Massachusetts: New England’s Top Trails

Boasting everything from rocky summits to sunny beaches, the Bay State is a true outdoor lover’s paradise.

We hope that our list of the best hikes in Massachusetts helped you find your next outing. If you enjoyed our article, let us know in the comments below – we’d love to hear about your adventures.

Oh, and don’t forget to share our list with your friends so they can enjoy these amazing trails, too! See you in MA!

Last update on 2024-04-26 / Affiliate links / Images from Amazon Product Advertising API

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Gaby Pilson

Gaby is a professional polar guide, wilderness medicine instructor, and freelance writer with a master’s degree in outdoor education. She splits her time between the northern and southern hemispheres, chasing the midnight sun and helping others get outside to experience some of the world’s most beautiful places.

As an outdoor educator, Gaby is passionate about making the outdoors as accessible as possible for anyone looking to get into the mountains or out on the water. She is a certified Polar Guide, an AMGA Climbing Wall Instructor Course Provider, a NOLS instructor, and an accomplished climbing guide with a penchant for telemark skiing.

When she’s not hanging out with penguins in Antarctica or scouting for polar bears in the Arctic, you can find Gaby backpacking in Wyoming’s Wind River Range or drinking debatably excessive amounts of espresso and reading French existentialism in a quirky café.

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The 6 Northeast Backpacking Classics that Should be on Your List This Summer

mm

High, alpine summits, pristine waterways, and dense, impenetrable forests—for a region as densely populated as the Northeast, there is plenty of wilderness available to keep even the most avid hiker busy for a while. In the parks, preserves, and forests of New England and New York, it seems the trailheads are endless—and while the day hiking of these places are in their own right spectacular, the real gems are accessed with a couple of days, a solid pack , and a readiness to put in some work. Here are some must-do classic backpacking trips that you should put on your list this summer.

2 day backpacking trip massachusetts

Great Range Traverse

Often described as one of the Northeast’s tougher routes, with more than 9,000 feet of elevation gain in over 20 miles, the Great Range Traverse in New York State’s Adirondack Mountains is as classic as it gets. Over its course, the Great Range Traverse climbs eight 4,000-plus-foot summits—including Mount Marcy, New York’s highest—and offers unrivaled, wide-open views of the vast High Peaks wilderness. Often attempted as a single day outing, the Great Range Traverse is dotted with campsites and is best approached as a multi-day outing, leaving time to savor the absolutely magnificent setting.

2 day backpacking trip massachusetts

Presidential Traverse

It’s hard to imagine a more revered or sought-after northeast backpacking trip than the Presidential Traverse . It’s 21.7 miles (thru-hike-style) follow the high ridge of New Hampshire’s Presidential Range through a sustained and airy alpine zone, summiting eight 4,000-foot mountains—including the inimitable Mount Washington, the Northeast’s highest—in the process. It’s not uncommon to do a Presi Traverse in a day, but the huts of the Randolph Mountain Club and the Appalachian Mountain Club provide plenty of options to stretch the trip or to wait out the range’s notoriously harsh weather, making it ideal as a 2 to 3 day trip.

2 day backpacking trip massachusetts

Devil’s Path

With an ominous moniker and a reputation to match, the Devil’s Path in New York’s Catskill Mountains, is as challenging as it is classic. Despite their relatively low elevation, the Catskills are known to be steep and rocky—in its 25 miles (as a loop), the Devil’s Path gains more than 8,000 feet in elevation. Add to that the absolute dearth of water in high summer, and you’ve got yourself a real task at hand. It’s not all hard times though—plentiful backcountry campsites, stellar views, and a genuine wilderness round this trip out as an definite must-do, again ideal for a weekend or long weekend.

2 day backpacking trip massachusetts

Pemigewasset Loop

Affectionately known as “ the Pemi Loop ,” this circuit hike traces an incredible 28-mile loop around the western half of the Pemigewasset Wilderness, accessing some of the White Mountains’ highest, most coveted ridgelines, including the soaring, airy Franconia Ridge and the wild, remote Bonds. The gains are stiff but the payoff—at least 10 of the region’s 4,000-foot summits and the views that come along with them—is more than worth the effort. And though it can be done in a day as a burly trail run (not-so-affectionately known as the “Pemi Death March”), the Pemi Loop is best savored , as a 2- to 3-day backpacking trip, taking advantage of the numerous, well-spaced-out campsites and huts to enjoy everything the wilderness has to offer.

2 day backpacking trip massachusetts

Monroe Skyline

Vermont’s Long Trail is doubtless on the bucket list of hikers all over the northeast, but it’s 272 rugged miles—following the high ridge of the Green Mountains from Massachusetts all the way up to the Canadian border—may be a bit ambitious for a long weekend. Fortunately, the best of the LT can be found in the Monroe Skyline, a 47.5 mile (one-way) segment that tops three 4,000-foot peaks and several lower ones that—like the open summit of Burnt Rock Mountain—offer some of Vermont’s finest vistas. Being a long-distance trail, the LT is dotted with well-spaced shelters—perfect for a couple days out in the woods. The route is best done in 4 or 5 days.

2 day backpacking trip massachusetts

100 Mile Wilderness

In the Great North Woods of Maine, as the Appalachian Trail nears its northern terminus at Katahdin, there is a 100-mile stretch of trail undisturbed by paved or public roads. The 100 Mile Wilderness is as remote a backpacking experience as there is in New England and, should you find yourself there early or late in the season, may be one of the last places in the northeast to find true solitude in nature. This may be a bit heavy for a few-days’ hiking—despite the low elevation relative to others on this list, the hiking can be rugged and most folks complete this section in 10 days or so. The trail is crossed at points by logging roads, including the Kokadjo-B Pond Road near its midpoint, enabling time-pressed hikers to tackle a “half-a-wilderness.”

mm

John Lepak is an art director, graphic designer, and weekend mountaineer. He hasn’t met a rock scramble he didn’t like, and spends his free time either in the mountains or obsessively cooking Mexican food. When John isn’t pushing pixels, crushing miles, or making the best carnitas caseras you’ve ever tasted, you can find him living the dream in the Connecticut woods with his family. Follow him at @jhlepak .

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Boston's Top 5 Dayhikes

The best local trails, as selected by backpacker local scout daniel nelson..

Heading out the door? Read this article on the new Outside+ app available now on iOS devices for members! >","name":"in-content-cta","type":"link"}}'>Download the app .

Beantown: city of colonial history, collegiate culture, the Red Sox, and premium access to the mighty White Mountains of New Hampshire. Boston hikers can easily go from the center of urbanity to sweeping New England summits for a day’s escape, with options ranging from waterfalls to lonely lakes to peakbagging missions. And closer to home, you’ll also find nature adventures at the nearby Middlesex Fells Reserve. 

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1. Mt. Adams via Air Line Trail, Presidential Range, NH

Trailhead: Air Line  Mileage: 8 (round-trip) Drive time from Boston: 3 hours 

The Northeast isn’t exactly known for heart-stopping cliff-edge routes, but I’ve found Mt. Adams’ Durand Ridge pretty fun all the same. I love timing my climb up Air Line Trail, a ragged, 4-mile track through Mt Adams’ weathered terrain. And after a long week of classes, the 4,700-foot ascent can be the perfect challenge for my underworked calves. Aim to go on a clear, sunny day (a big ask, given the Presidential Range’s notoriously wicked weather) to snag panoramic summit views.

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2. Tripyramid Trail, White Mountains, NH

Trailhead: Livermore (Waterville) Mileage: 11.5 (round-trip) Drive time from Boston: 2.5 hours

There are few better ways to spend a White Mountains day than by bagging the three peaks of aptly named Mt. Tripyramid. And when I say day, I really do mean the whole day – the nearly 12-mile, north-south trek takes me about seven hours. I usually start with the North Slide for its exciting rock scramble, and then keep heading south until I’ve hit all three peaks. Don’t worry about getting stranded far south of your car; after clearing the peaks, the trail loops back to Livermore Trail.

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3. Mt. Isolation via Glen Boulder Trail, Presidential Range, NH

Trailhead: Glen Ellis Falls Mileage: 12 (round-trip) Drive time from Boston: 3 hours 

Although I haven’t yet notched off all 48 peaks of New Hampshire’s 4,000-Foot Club , I can claim the one that many trail junkies save for last because it’s one of the most remote: Mt. Isolation. Looking back, I probably should have waited – my first attempt up the 4,003-foot mountain ended in failure. You might blame my midday start, or my lack of layers, or my leaky CamelBak. Or, you could learn from my mistakes and try Isolation for yourself. Start early, pack smartly, and be prepared for bone-chilling cold once you reach the top. For the well-prepared, the trip is a challenging climb with lots of above-treeline hiking and views over the southern Presidentials.

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4. North and South Kinsman Mountains

Trailhead: Lafayette Place Campground Mileage: 9 (round-trip) Drive time from Boston: 2 hours 

My all-time favorite winter trail (in New Hampshire’s Whites, at least) has to be my trip up North and South Kinsman. I’ve only ever hiked this trail in winter, and by the looks of it the terrain doesn’t seem that challenging come summertime. But hefty snowpack and occasional ice patches added much-needed flair to my day outdoors. Connect the Lonesome Lake, Cascade Brook, and Fishing Jimmy Trails to reach the summits. Some tips: I usually pack snacks for a nosh by the AMC’s Lonesome Lake Hut . And don’t forget snowshoes or MICROspikes if you’re hiking in winter or early spring.

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5. Middlesex Fells Reservation

Trailhead: South Border Road parking lot Mileage: Choose your own adventure Drive time from Boston: 10 minutes 

So far, I’ve run through this Boston-area dayhikes list without listing a single trail in Boston. And unless the city’s Freedom Trail counts as a day hike (and it most certainly does not) I’m afraid it will stay that way. But fear not, intrepid local hikers! The Middlesex Fells , found just a few miles from the city limits, should be your day-trip go-to. I’ve visited the 2,000-plus-acre Fells reservation more times than I can count, and each time has been better than the last. Pack a book, a hammock, a pair of binoculars and a tuna fish sandwich, and spend a day exploring the Fells’ many winding paths. Here and there you may stumble upon some standout features. Once I found the lake; another time, a set of climbable boulders. If you’re feeling adventurous, try to find your way to the fire tower without using a map (hint: Keep going up!).

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3-4 day backpacking loop or Appalachian Section - Massachusetts Forum

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2 day backpacking trip massachusetts

The next two months along the trail may be in winter conditions which can be challenging. You may consult with the Appalachian Mountain Club about the best approach within the time frame and location. They have a website, but you may want to contact them for advice.

First concern - as Bostongirl suggests, your first consideration should be whether or not you have any serious experience with winter hiking and winter camping.... it's a totally different critter from warm-weather hiking. If you don't have the right equipment, you're setting youtself up for discomfort and misery at best, potential frostbite or other serious injury at worst.....

Am not saying don't go.... but would strongly urge you to do some more research and preparation before heading out... Appalachian Trail travel is not something to be undertaken lightly anytime of year, and especially in the winter.

The suggestion that you check out Appalachian Mountain Club research and materials is a great idea!

2 day backpacking trip massachusetts

I like the Mahoosuc Notch, myself. Probably for the hot dogs with cheese and chili at Full Goose. (But that's just me.)

Check the link (really). http://www.youtube.com/watch?v=07yfO5CX-4A

Great video.... just trying to imagine it with a bit of snow and/or freezing rain and an overnighter backpack instead of a day-hike fanny pack....

Nah, guess not -- I have this phobia against broken bones...

This topic has been closed to new posts due to inactivity.

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10 of the Best Weekend Backpacking Trips in the US

10 of the Best Weekend Backpacking Trips in the US

Easily one of the best ways to spend a long weekend, regardless of the time of year, is trekking a trail over rocky mountain passes, along breezy coastlines, or in deep, verdant woodlands. Whether you make plans to revisit an old favorite or knock a new one off your bucket list, backpacking always presents a memorable adventure.

From Southeastern classics like Roan Mountain, to New England treasures like a hut-to-hut trip in the Presidentials, to epic and challenging trails in the Tetons, here are some of America's greatest backpacking trips.

1. Pictured Rocks National Lakeshore

19 miles, 1-2 days, Easy

The view of Grand Portal Point from a distance (along the North Country Trail). Rachel Kramer

Situated in the upper Midwest, the Pictured Rocks National Lakeshore is a see-it-to-believe-it sort of landscape with towering sandstone cliffs, impossibly blue lake waters, waterfalls, beaches, and dense woodlands. It also happens to be home to a 42-mile section of the 4,600 mile North Country National Scenic Trail along the south shore of Lake Superior, stretching from Munising, MI, to Grand Marais, MN.

Backcountry camping is available at 14 campgrounds along this 71,400-acre linear park. In the winter, under the right conditions, mammoth ice caves form, attracting thousands of visitors.

The 4.4 miles of the lakeshore path between the Mosquito and Chapel rivers is the most popular section of the North Country Trail. It follows the cliffs through deciduous forest and over sandy sections within view of Grand Portal Point and Lake Superior.

Most hikers start and end their day hikes at Grand Sable Visitor Center on the north end. Further south, the Coves Group to Munising Falls is an ambitious 19.2-mile trek. Yet another option is to start at Munising Falls at the southern end and take a ferry to Grand Island National Recreation Area. A popular marathon and 50K is run around the perimeter of the island in July, switching from clockwise to counter-clockwise year to year.

2. Superior Hiking Trail

18 miles, 1-2 days, Moderate

Taking in the views of Lake Superior Adam Kahtava

The Superior Hiking Trail is a 310-mile long footpath in northeastern Minnesota that follows the ridgeline on the North Coast of Lake Superior.

Most accessible is the 40-mile southernmost section through Jay Cooke State Park to the northern boundary of the city of Duluth. There are no campsites there, and due to flood damage in 2012, parts of this section remain diverted.

To the north, however, is the 18-mile stretch from Silver Bay to Country Road 6 where views of the Big Lake and smaller glacier-scoured lakes are frequently in view through the birch and maple canopy. The colors peak in late September and early October, if you can time your trek then. (Avoid the trail in May and early June, when the clouds of mosquitoes and black flies at their thickest.)

This section of the SHT includes a short but steep climb up Mount Trudee to a 30-foot waterfall on the Baptism River. If you don't catch a glimpse of the deer, wolves, or mountain lions known to inhabit the region (don't worry; they're more afraid of you than you are of them), you may still see their tracks.

Rockier and more technical sections of the SHT are favored by the trail runners who race out of Lutsen, MN, in May (25K and 50K) and September (26.2, 50 and 100 miles).

3. Roan Mountain Highlands

14 miles, 1-2 days, Difficult

The views from these ethereal highlands are stunning and constant, and bring to mind visions of Scotland and Wales. Joe Giordano

Roan Mountain is a 20-mile massif that lies along the Tennessee-North Carolina border. It consists of five sub-peaks, and is divided into two sections by Carvers Gap. To the west of Carvers Gap are Roan High Bluff and Roan High Knob, with Tollhouse Gap and Rhododendron Gardens lying between the two peaks.

A 14-mile section of the Appalachian Trail traverses the Roan Mountain between Carvers Gap and Highway 19E along the northern border of TN and NC. Heading south from 19E, plan to hike 8 miles to the Overmountain Shelter, a.k.a. “The Barn.” Stay inside with other backpackers or pitch your tent in its vicinity. Either way, you’ll be waking to a spectacular sunrise over the valley.

Pack up and trek the final tough 5 miles over three balds. As you approach Carvers Gap, you'll cross Grassy Ridge, the longest stretch of grassy bald in the Appalachian Mountains.

4. Grayson Highlands State Park

7 miles, copious bouldering, 1-2 days, Moderate to Difficult

Camping among the rhododendrons in Virginia's Grayson Highlands Jake Wheeler

Within southwestern VA lies the Jefferson National Forest. And within the forest lies Grayson Highlands State Park , a gateway to Mount Rogers and to a number of miles along the Appalachian Trail.

To summit Mount Rogers, the state’s highest peak at 5, 729 feet, there’s a 6.7-mile Mount Rogers National Recreation Trail from the Grindstone Campground six miles east of Troutdale. Or take the scenic 2.3-mile Wilburn Ridge Trail from the state park. There are no views from the forested peak, but on either route you’re likely to encounter wild ponies and clusters of exposed and inviting boulders.

In fact, both AT thru hikers and day visitors would do well to check out the bouldering scene in the Grayson Highlands. The Listening Rock Trail offers the most bouldering opportunities, followed by the AVP and Boneyard areas. Climbers take in beautiful top-outs, especially after conquering the Highland Highball, in the Highlands Bouldering Area.

Backcountry camping is not allowed within Grayson Highlands State Park, but camping is allowed in the Mount Rogers National Recreation Area (MRNRA). Hikers traveling north on the AT exit the park when they cross Big Wilson Creek. You’re welcome to camp across the creek, just past the Wise Shelter fence.

5. Standing Indian, NC

24-mile loop, 1-2 nights, Moderate

The Standing Indian Shelter McDowell Crook

A two-night stay is recommended to fully take in the Standing Indian Loop in NC’s Nantahala National Forest. Fifteen miles of the 24-mile Standing Indian Loop is on the Appalachian Trail, but all of it showcases the Nantahalas’ most impressive and beautiful features.

Knowing you start the trek at 4,000 feet makes the multiple 5,000-foot peaks a little less intimidating. For the AT, the Standing Indian trip is a moderate hike. All the better, as the views along the way are some of the most stunning you'll find in the Smokies.

From the Standing Indian Campground, travel up the Long Branch Trail until it connects with the AT. Mt. Albert is only 5.5 miles from the trailhead, but plan to spend your first night at the summit. In the morning, drink in the panoramic view before descending to Carter Cap, where there's a shelter and water. Expect to spend most of the day walking along a ridge with sweeping views.

Gradually you’ll make your way to the treeless and spectacular peak of Standing Indian itself. There is one small campsite on this bald, so if you want to snag it, you'll need to begin your second day very early in the morning.

On your final day, head back down to the Standing Indian Campground on the 7-mile Kimsey Creek Trail through dense hemlock groves and rhododendron tunnels. Keep in mind that in the early spring months, you’re likely to find snow and ice on this side of the mountain.

6. The Long Trail

23 miles, 2 days, Difficult

Some of the views you'll find along the Long Trail in Vermont Nate Merrill

The Long Trail, the oldest long-distance hiking trail in America, is a 272-mile footpath that follows the main ridge of the Green Mountains from the Massachusetts-Vermont stateline to the Canadian border. The Long Trail stretches the length of Vermont and crosses the state’s highest peaks.

It can take nearly three weeks to thru-hike the Long Trail and the 53 mountains (27 of which are 3,500 feet or higher) along it. It can be tackled section by section, too.

One of the toughest sections, the 23 miles from Birch Glen Camp northwest to the Buchanan Shelter, includes 8,000 feet of climbing and descending—including 1,700 feet at a 17 percent grade to the summit of Camels Hump . The exposed scramble over rock slabs pays off with views of Lake Champlain and the Adirondacks to the west, Mount Washington to the east, and Mount Mansfield to the north.

The descent along the ridgeline bottoms out with a 3.6-mile hike to the outskirts of Jonesville, VT. Stay overnight at the Duckbrook Shelter or wait to camp on the western slopes of Bolton Mountain at the Buchanan Shelter. There are six shelters along this stretch, thanks to the Green Mountain Club which built the trail between 1910 and 1930 and maintains it to this day.

7. Presidential Traverse, NH

23 miles, 1-2 days, Difficult to Moderate

Overlooking the White Mountains of New Hampshire after a strenuous climb Ry Glover

The Presidential Traverse in the White Mountains of New Hampshire is nearly 23 miles long with close to 9,000 feet of elevation gain. Best hiked from north to south, to bag the highest of 10 peaks first, the traverse demands a dawn-to-dusk effort if you don’t have three to four days to spare.

The traverse is almost entirely above the treeline, where the whiteout conditions are common and can cause one to turn back. Besides the right apparel, a map and compass are essential.

The first day is the toughest, with 4,000 feet to climb over the 3.8-mile Valley Way Trail to the peak of Mt. Madison. Continuing south on the Gulfside Trail, backpackers summit Adams and Jefferson to earn the right to lie down in the grass of Monticello Lawn.

Appreciate the rest, because Mt. Washington—the highest peak in the White Mountains—is next. Expect bad weather before reaching the snack bar at the summit, which tourists reach by road and rail.

From there the climbing is largely over, while the views of the southern Presidential range are not. The Crawford Path, the oldest continually maintained footpath in the U.S., leads to the Lake of the Huts and Mount Monroe. The going only gets easier past mounts Franklin, Eisenhower, Pierce, and Jackson.

8. Olympic National Park

Mileage varies, 1-3 days, Moderate to Difficult

With roughly 600 miles of trails, there are essentially endless opportunities for backpacking in Olympic National Park David Fulmer

At 1,442 square miles, Washington's Olympic National Park is nearly twice as large as Great Smoky Mountain National Park, and 300 square miles larger than Yosemite. The park has more than 600 miles of sensational trails, the majority of which are designated wilderness by the National Park Service, and 60 miles of craggy and picturesque coastline.

The backpacking options are numerous, but summitting Mt. Olympus, the tallest peak in the park, is a must. A campground within the park’s Hoh Rainforest is open year-round, so stay there and you can also enjoy backpacking the trail to Royal Basin and the Upper Royal Basin beyond where unparalleled views of glacial mountains and tarns await.

Easier hikes, from LaPush to Shi Shi and the popular Ruby Beach, are also often rewarded with whale sightings.

9. Teton Crest Trail

25 miles, 2-4 days, Difficult

Backpacking along Paintbrush Divide, arguably the most scenic stretch along the Teton Crest Trail Brian Saunders

If the Teton Crest Trail is not on your bucket list, it should be. Check it off by taking on the 25-mile section between Death Canyon to Cascade Canyon, and conquer the Alaska Basin and Hurricane Pass in the process.

The Phillips Pass Trailhead, halfway up Teton Pass, is the place to start. Plan to camp at Alaska Basin where a permit is not required because it lies just outside the boundaries of Grand Teton National Park.

Return to the park the next day to go up and over Hurricane Pass, and down into the South Fork of Cascade Canyon. End your Crest Trail trip there or head up the North Fork of Cascade Canyon to your last campsite. That would give you another day to hike Lake Solitude as well as Paintbrush Divide and Paintbrush Canyon , stopping at the North Jenny Lake parking area.

10. Old Rag in Shenandoah National Park, VA

10 miles, 1 day, Difficult

Breathlessly drinking in the views of Shenandoah National Park David Fulmer

The Old Rag Loop is the most challenging of the more than 500 trail miles within Shenandoah National Park in VA. It may be only 10 miles, but it takes 8 hours to complete, according to the National Park Service. They're not joking.

The most popular way to hike the Old Rag Loop is up the Ridge Trail, across the rock scramble to the summit, than down the Saddle Trail to the Weakley Hollow Fire Road.

The first two miles of the wooded trail gets increasingly steeper, and the vegetation changes noticeably. Once you're out of the woods onto the ridgetop, the scrambling over giant granite boulders begins. From the summit, you can breathlessly drink in the 200,000-acre expanse of the Shenandoah National Park, a portion of which is federally designated wilderness.

From here it is advisable to take the Saddle Trail, a fire road, back to your vehicle. It's 1.2 miles longer but much flatter and quicker.

Written by Joel Patenaude for RootsRated in partnership with Superfeet.

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15 Best Beginner Backpacking Trips in the U.S.

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If you’re new to backpacking, you may have a lot of questions , like what to pack , what to eat , and — most excitingly — where to go. In the US, you have dozens of beginner backpacking trips at your fingertips. Whether you want to plan an epic hiking vacation to your favorite national park or you want to hit the trails closer to home, you’ll have options.

When planning your first backpacking trip, you can either, 1) choose a trip within your comfort zone and go with family, friends, or a partner or 2) join a guided trip so you can learn new skills, develop friendships, and take on a more difficult challenge. Some people try to fit too much into their first backcountry trip and end up ditching the pack for good after their adventure is over. Or, they don’t set their sights high enough and end up underwhelmed, wondering why anyone would willingly lug 30 pounds of gear into the backcountry.

We know that if you’re backpacking, you want to escape the crowds, take in stunning views, and put in some effort. So, we want to help you plan a trip that will make you fall in love with the sport so that every time you dust off your backpack, a smile spreads across your face.  If you’re looking for inspiration for your first backpacking trip (or your second, third, or seventieth), we’ve compiled a list of 15 beginner-friendly backpacking trips and trails across the United States that will immerse you in wild environments and challenge you just the right amount.

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how to choose an appropriate trail

While each new backpacker is entering into the sport with a different set of skills and fitness levels, we’ve crafted a list of trips with all beginner backpackers in mind. These trips fit a few criteria:

  • You’ll hike relatively low-mileage for the length of the trip.
  • The trails don’t have extreme elevation gain for the region.
  • They travel on well-maintained trails and avoid tricky terrain like boulder fields. 
  • You’ll get a lot of bang for your buck, whether in the form of peaks, alpine lakes, or lush meadows.

However, backpacking is never easy (or else we’d never do it!) — so,  if you want to maximize your fun, be sure to train for your backpacking trip .

1. Point of Arches, Olympic National Park

2 day backpacking trip massachusetts

Mileage: 8 miles out-and-back  | Length: 2 – 3 days | Elevation Gain/Loss: 200 feet

Point of Arches is a perfect beginner backpacking destination on the edge of Olympic National Park, accessed via the Makah Reservation. You can hike this trail as an overnight, but if you have a third day to spare, you won’t be disappointed by the abundance of tidepools to explore and wildlife to observe. The sea-stack studded coastline is complemented by lush forests, which are home to banana slugs, Roosevelt elk, and black bears. Each night, as the sun sets over the Pacific Ocean and you fall asleep to the sound of crashing waves, you’ll start scheming up your next trip.

Why is it great for a beginner?

This relatively-flat trail gives you quick access to a stunning beach environment, without much hard hiking or elevation gain. In fact, we offer this as a family-friendly trip option. You’ll get the pay-off of a bigger backpacking trip, but without all the work. So, pack a chair and relax on the beach as seals play in the coastal waters and eagles fly along the bluffs hunting for fish.

Unlike many beach destinations, the campsite near Point of Arches sits along a creek, so you don’t have to pack in water for your whole trip — just a water filtration device.

logistics and permits

You’ll need to secure two permits to make this trip a reality. First, you’ll need to pick up a Makah Recreation Pass ; it costs $10 and is good for an entire year. You can get one in Neah Bay at the marina, the general store, the mini-mart, and the tribal center, among other areas. Also, as this trail enters into Olympic National Park, you will need a Wilderness Camping Permit for any overnight stays in the park. Make sure you reserve this in advance. However, if you join a guided trip, we take care of all permits and reservations for you!

As of February 2021, this trail is closed due to COVID-19, as are many of the coastal areas of the park because they are on tribal lands. If you’re looking for an alternate route in Olympic National Park, the Seven Lakes Basin backpacking loop is a great — yet more difficult — alternative.

Guided Trip Options

Wildland Trekking offers this trip as a guided backpacking adventure package with expert guides, gear, meals, transportation and more all included! Click here to learn more!

2. Shining Rock Wilderness, North Carolina

shining rock wilderness

Mileage: 22 miles roundtrip | Length: 4 days | Elevation Gain/Loss: 2,300 feet with backpacking packs (plus 1,700 ft with a day pack)

The Shining Rock Wilderness in the Blue Ridge Mountains of North Carolina is one of the most spectacular East Coast backpacking destinations. The name comes from a unique geologic outcropping of quartzite rock that guards the summit of Shining Rock. Not only will these rocks dazzle you with their beauty, but they also provide a great perch to look out across the sweeping views of the surrounding peaks. On your trek, you’ll hike past cascading waterfalls and swimming holes that are perfect for a dip in the right season.

Relatively short-mileage days lead to exciting destinations. And while many beginner-friendly backpacking trails are packed with crowds, you can find mountain solitude in the Shining Rock Wilderness. Plus, a two-night backcountry basecamp lowers the number of miles you need to hike with a full pack. One of the hardest parts of backpacking is fine-tuning your pack packing routine, so you’ll appreciate the layover day when you get to leave your tent set up.

You don’t need to obtain a permit to backpack in Pisgah National Forest. However, due to the prevalence of black bears in the area, you must carry all your food and scented items in bear canisters .

This trail is in a wilderness area , so as with all backpacking trips, please leave no trace and minimize signs of human impact. We recommend first hiking in this area with a guiding company because the trails are not signed or blazed, unlike more popular destinations such as Great Smoky Mountains National Park. However, if you do choose to backpack alone in this region, carry and map and compass so you can navigate the trails.

3. Golden Cathedral, Grand-Staircase, Utah

Wide angle Horizontal composition Golden Cathedral Neon Canyon Escalante National Park Utah

Mileage: 10 miles roundtrip | Length: 3 – 4 days | Elevation Gain/Loss: 1.100 feet

The Golden Cathedral is a stunning display of geologic processes set in Neon Canyon. On this trip, you set up a basecamp along the Escalante River so you get to enjoy both the lush desert oasis and impressive slickrock features, like the pothole arch pictured above. While camping is not permitted in Golden Cathedral to protect the fragile environment, you’ll enjoy your sandstone surroundings as you explore the labyrinth of canyons during the days. Plus, southern Utah is known for its endlessly dark night skies. So as you peer out of your tent at night, be sure to gaze up between the canyon walls to see a smattering of stars.

This low-mileage trip is doable as a day hike, but spending the night between the narrow canyon walls in red rock country is quite the experience. You’ll carry a pack on the first and last day of your trip, setting up basecamp once you arrive in the canyon. Then, on your layover days, you’ll have time to explore slot canyons and washes without the weight of your pack. Unlike some desert hikes, this destination has plenty of water, so while you’ll need to stay hydrated, you won’t weigh your pack down with a trip’s worth of H20.

While this is a great first beginner backpacking trip with a guiding company, it can be a challenging trail to navigate on your own. However, if you plan to go solo, follow the cairns (piles of rocks) and keep your senses engaged so you don’t get lost. Don’t forget the map and compass!

Stop by a ranger station to obtain a free backcountry permit. Study up on desert leave no trace procedures, as this unique environment requires that you travel mindfully.

Also, check the forecast before you go because flash floods can be an incredible danger in canyon country. During certain times of the year, you may need to wade through thigh-deep water in the canyons. Bring along a pair of hiking sandals and trekking poles to make the journey more fun!

4. Tuolumne Meadows area, Yosemite

2 day backpacking trip massachusetts

Mileage: 20 miles roundtrip | Length: 3 – 4 days | Elevation Gain/Loss: 1,300 feet with a pack ( + 1,700 as a day hike)

The Tuolumne region of Yosemite National Park is defined by expansive green meadows, dome-shaped mountains, and the pinnacle spires of the Cathedral Range. Water flows freely through the Grand Canyon of the Tuolumne, where you can witness cascades tumbling down silver slabs of granite. On our Yosemite Alpine Meadows and Waterfalls Trek , you can see some of the best that it has to offer on a moderate trip.

Unlike the Yosemite Valley, Tuolumne Meadows has high-elevation trailheads with relatively flat relief landscapes and far fewer crowds. Water is plentiful and the views are outstanding. Up in Tuolumne, wildlife is less accustomed to humans, so you’ll have fewer concerns about a hungry bear sneaking into camp.

The campsite along this route (where you’ll stay for two nights) has treated water and solar-powered outhouses for ultimate backcountry comfort. Plus, unlike many areas in Yosemite National Park, you’ll have access to bear boxes at camp, so you won’t have to carry bear canisters which are heavy and inconvenient.

You’ll need to obtain a permit to stay overnight in the backcountry of Yosemite National Park. We recommend you reserve a permit in advance, however, some first-come-first-served permits are available if you visit the ranger station the morning before your intended trip. If you’re traveling during the weekends or holidays, don’t expect to get a last-minute permit.

5. Havasupai Garden, Grand Canyon

bright angel trail in the grand canyon

Mileage: 15 miles roundtrip | Length: 3 days | Elevation Gain/Loss: 3,000 feet with a pack ( + 1.500 ft as a day hike)

Okay, no backpacking trip in the Grand Canyon is exact  beginner-friendly because of the nature of the terrain. However, if you’re set on hiking Arizona ‘s Grand Canyon for your first backpacking trip, the Havasupai Garden backpacking trip is a solid choice. Instead of backpacking to the bottom of the canyon, you’ll hike down the iconic Bright Angel Trail and stay at Havasupai Garden (a lush oasis with plenty of shade). The next day, you’ll hike down to the Colorado River without a big pack on your back. This three-day excursion allows you to experience the canyon beyond the rim — something not a lot of visitors can say. And as you enjoy dinner and panoramic views at Plateau Point, you’ll feel glad you put in the effort.

Havasupai Garden is a bit of an oasis, offering hikers more shade and water than other areas along the canyon. Potable water is available year-round to hikers. These qualities are important because heat and dehydration are two of the most dangerous factors for visitors. Additionally, this trail has less elevation gain and loss than other Grand Canyon trips. You’ll still get the expansive views and magic feelings that come along with an overnight stay in the Grand Canyon , without the knee-pounding descent to the bottom. Plus, this campground has toilets, so you don’t have to worry about properly burying or packing out your waste. 

You must reserve and obtain a permit to backpack in Grand Canyon National Park. Because of the popularity of this park, these permits can go quickly! A few permits for Corridor campgrounds (including Havasupai Garden) are available for walk-ups at the Backcountry Information Center in the park.

Just because the Havasupai Garden Campground is more accessible than many backcountry campsites doesn’t mean you shouldn’t take it seriously. Anytime you’re hiking below the canyon rim, you need to carefully consider the conditions, your water capacity, and your fitness level. In the hot seasons, start early to avoid mid-day heat; this is an unforgiving climate and many hikers have died by setting out unprepared. Hiking with a guide can ensure that you have the tools you need to successfully backpack in the Grand Canyon .

6. White Mountain Hut to Hut, New Hampshire

A vista of the White Mountains of New Hampshire from the summit of Mount Washington, the hut at Lake of the Clouds on the ridge.

Mileage: 15 miles point-to-point | Length: 3 – 4 days | Elevation Gain/Loss: 3,600 feet

Traversing an alpine ridgeline and staying at high mountain huts — you expect that in Europe, but not in the U.S., right? But in the White Mountains of New Hampshire, you can enjoy the luxury of backcountry accommodations with the adventure of the alpine. Similar to the popular Presidential Peaks Traverse but less daunting, the High Peaks of the Pemigewasset Hut to Hut Trek  offers the same appeal for a fraction of the difficulty. Staying along the Appalachian Trail (AT), you’ll bag peaks during the day and settle into cozy mountain huts at night. These trails offer a sense of camaraderie that is often hard to find when backpacking. As travelers from all over the world stay at the mountain huts, you’ll be able to chat about your hike over dinner.

On a hut-t0-hut trek , you’ll get to leave the tent and sleeping pad behind, shedding some of the heavy weight required for backpacking trips. If you’ve always wanted to spend the night in the backcountry, but aren’t ready to give up the luxuries of a bed, toilets, and running water, this will be a great introductory trip.

Also, you’re hiking above treeline for most of your trek, so the views per mile are exceptional. But, the terrain is a bit rougher than some of the other trails on this list.

Because this trek takes place primarily above the treeline, you should check the forecast , have good decision-making skills, and stay aware of thunderstorm conditions. The White Mountains are notorious for their erratic weather, so make sure to be prepared for some wild winds and weather.

You should book your stays in the AMC huts in advance. If you plan a point-to-point traverse, check out the shuttle system to ensure you can get back to your car at the end of your journey. The Appalachian Mountain Club strongly recommends reserving your shuttle; walk-ons are only accepted when space is available.

7. Lake Blanche, Wasatch Range, Salt Lake City

lake blanche in big cottonwood salt lake city

Mileage: 7 miles out-and-back | Length: 2 days | Elevation Gain/Loss: 2,700 feet

Lake Blanche is a popular day hiking destination in Big Cottonwood Canyon outside of Salt Lake City. Those that pack a bag to spend the night near the lakeshore (well, 200 feet from the water’s edge) will be rewarded by dwindling crowds and dazzling alpenglow on Sundial Peak. As you approach the photogenic basin, keep an eye out for moose grazing on aspens. Once you’ve set up camp, hike the spur trail to explore Lake Florence and Lake Lillan.

This backpacking trip can be completed as a quick overnight, as it is incredibly accessible from Salt Lake City, Utah. While the trail has a fair amount of elevation gain, the low mileage (3.5 one-way) makes this trip achievable for most first-time backpackers. Once you set up camp, you’ll have access to water. Also, while solitude can be desirable, you probably won’t be alone if you camp near Lake Blanche. Some first-time backpackers may feel reassured at the presence of other humans.

You do not need any permits for this backpacking trip. Check out the Uinta-Wasatch-Cache National Forest backcountry regulations before you go.

However, no swimming or campfires are allowed. Respect the watershed and don’t wash your dishes in the lake.

All-inclusive Backpacking Adventures

8. Heart Lake and Mount Sheridan, Yellowstone

2 day backpacking trip massachusetts

Mileage: 23 miles roundtrip | Length: 3 days | Elevation Gain/Loss: 900 feet (+ 1,800 as day hike from camp)

This remote region of Yellowstone is teeming with wildlife, rolling meadows, expansive lakes, and geothermal features. So what more could you ask for? Well, when you backpack to the shores of Heart Lake, you won’t want to miss Mount Sheridan. Adding on a summit attempt to an already fantastic hiking trail really elevates this itinerary. This area is so classically Yellowstone that you’ll fall in love with the subtleties, like a pine marten running through the trees, the feeling of the wind as you approach the ridgeline, and the rising steam of the hot springs along Witch Creek.

The Heart Lake Trailhead in Yellowstone National Park is a great jumping-off point for many backpacking trips, including our Heart Lake and Mount Sheridan and Heart Lake/Snake River trips. While they are both great options for a new backpacker, the Heart Lake/Mount Sheridan trip doesn’t require a shuttle, making it easier to execute for non-guided hiking parties.

You’ll set up a basecamp for two days near Heart Lake. There, you’ll get to relax along the lakeshore in the evenings. On your layover day, you’ll hike into the alpine during your summit attempt of Mount Sheridan. If you make it to the top (and even if you don’t), you’ll get sweeping views of the Absaroka Range, the Tetons, and Yellowstone Lake.

The rewards are big for a relatively flat 8-mile hike in to camp. This itinerary gives you plenty of downtime to enjoy the leisurely pleasures of backpacking, while also ensuring you work hard to get a well-rounded experience in Yellowstone.

When it comes to the Greater Yellowstone Ecosystem (Yellowstone, into the Tetons and beyond), you’ll have one big safety consideration when backpacking. Grizzly bears. This not-so-small detail is one of the only reasons this isn’t an ideal beginner trip. However, the elevation gain and mileage are very achievable by most beginners. So, if you like the idea of this trip but aren’t keen on hiking in grizzly country, join us on a guided trip and we’ll help you build the skills you need to travel with confidence.

If you do decide to hike in grizzly country without a guide, be sure to read up on safety protocol, hike smart, carry bear spray, and keep a bear-safe camp. You’ll also need to be prepared to hang all of your food at the designated bear hangs in the Park. We’ve written all about in this blog post .

If you want to stay overnight in Yellowstone National Park, you’ll need to obtain a permit . Heart Lake is one of the more popular backpacking destinations in the park, so you should make an advanced reservation. However, permits are also available for walk-ups up to two days before your trip date. If you do decide to chance your trip with a last-minute permit, you should have a backup itinerary in place in case you can’t secure your ideal campsite.

9. Ancient Lakes, Eastern Washington

ancient lakes eastern washington

Mileage: 4 miles out-and-back | Length: 2  days | Elevation Gain/Loss: minimal

If you’re searching for the perfect early-season overnighter, look no further than Ancient Lakes near Quincy, Washington. This desert oasis is close enough to Seattle that you can squeeze in a quick weekend trip even if you only have Saturday and Sunday to play. As you wander among the columnar basalt rocks, you’ll watch waterfalls splash over the edges and create green streaks of life on the walls. Once you arrive at the lake, you’ll find many paths to explore the area. And nearly every campsite you can find has great views of the dark night sky.

Low-mileage and minimal elevation gain make this a great trip for beginners, kids, and the pup. While you do need to pack in all your water, you shouldn’t be deterred because you only have a 2-mile hike to the lake.

logistics and permits’

Pack in all the water you’ll need for your overnight trip! Even though you are hiking to lakes, all of the water is irrigation water from nearby farmlands. Agricultural runoff pollutes these water sources, so you’re better off bringing potable water from home. Also, you may want to avoid this one during the hot summer season. If you do backpack in this area during the summer, keep an eye out for rattlesnakes.

You do not need a permit to camp overnight in the Quincy Wildlife Recreation Area. However, you’ll need a Discover Pass to park at the trailhead.

10. Superior Hiking Trail, Minnesota

2 day backpacking trip massachusetts

Mileage: varies (10+ mile one-way)  | Length: varies (2+ days) | Elevation Gain/Loss: varies

We’re not recommending that you hike all 310 miles of this thru-hike for your first backpacking trip (not that we’d stop you…), but the Superior Hiking Trail (SHT) in Minnesota has many trail sections that you can complete in a weekend or on a three-to-four-day trip. Weave in and out of deciduous forests as you follow the shore of Lake Superior. You’ll cross deep gorges, pass fairytale-esque waterfalls, and even find your fair share of swimming spots. In the autumn, you’ll hike to vistas to see a sea of reds, oranges, and yellows. While the entire trail is stunning, some standout sections are from Caribou Falls State Wayside to Lutsen  and from Two Harbors to Silver Bay .

The SHT hiker’s shuttle makes it easy to customize your route for your timeline and hiking ability, without having to do an out-and-back hike. Just choose one of 50 different trailheads and hike north or south! Most hikers travel from south to north. The trails are well-marked with a blue blaze.

When you’re on the trail, you encounter designated campsites very frequently. So, you never have to hike far to find a place to rest your head (unless you want to pack in the miles!) Additionally, some sections of the trail pass through towns. If you’re considering your first thru-hike or week-long trip, restocking supplies is incredibly easy.

No permits or reservations are required to hike and camp along the SHT. During busy weekends, you may have to share campsites with other hiking parties.

The trail does pass through state parks. In these areas, you can only camp with a reservation and fee. If you don’t want to make reservations, plan your itinerary so you camp in the other numerous campgrounds.

11. Glacier Gorge, Rocky Mountain National Park

2 day backpacking trip massachusetts

Mileage: 10 miles roundtrip | Length: 2 – 3 days| Elevation Gain/Loss: 1,700 feet

If you don’t mind the company of other hikers, Glacier Gorge is a fantastic destination for a first backpacking trip in Rocky Mountain National Park . It’s hard to snag a backcountry permit for this coveted area, but if you do, you’ll stay in one of two designated campsites — either in the Glacier Gorge Valley or along Andrews Creek. If you’re staying at Andrews Creek, establish your basecamp and set out on a hike to Sky Pond , a sparkling alpine lake nestled beneath Taylor and Powell Peaks. Spend an extra day exploring the area and head up to Andrews Glacier. If you’re at the Glacier Gorge site, bring a fishing rod and test the waters at Jewel Lake. Or, hike up to Black Lake and Ribbon Falls.

The campsites are relatively close to the trailhead. Once you set up camp, you’ll have opportunities to explore stunning high mountain lake basins without the weight of a heavy pack. Starting from the Glacier Gorge Trailhead, you don’t have to gain much elevation to get some pretty impressive views.

You’ll need to reserve a wilderness camping permit if you plan to spend the night in Rocky Mountain National Park. As there are only two designated campsites in this area, the spots fill up quickly. If you plan to fish, you’ll need a valid Colorado fishing license .

In Rocky Mountain National Park, you must carry and store all your food and scented items in a bear canister. This is the only food storage method permitted in this park.

12. Observation Peak Trek, Yellowstone National Park  

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Milage: 10MI / 16KM roundtrip | Length: 2-3 days | Elevation Gain/Loss: 1300 ft

If you’re looking for an introduction to backpacking that will have you deep in the backcountry without having to hike for days, then a trek to Observation Peak is an excellent option. In the heartland of wild Yellowstone National Park, this relatively popular trail can be done in 2 or 3 days and gives you some of the most stunning scenery in the park. You can either chose to day hike to Observation Peak with a basecamp at Cascade Lake or include this summit on the first day of your trek before setting up camp. With moderate elevation gain and well maintained trails coupled with stunning lakes and vistas, this trail is one of the best extended weekend options in Yellowstone.  

Why is it Great for a beginner?  

An Observation Peak trek is a great option for first time backpackers as there are so many options for customizing the trip to what you want. Depending on if you are going for 2 or 3 days, you have options to hike to Observation Peak and take in the views, stroll to Grebe Lake and fish for trout, or simply relax at Cascade Lake if you want to rest your legs. Plus, the milage is minimal and doesn’t leave you exhausted by the time you reach camp. This trail is popular enough to make first time backpackers feel comfortable with others around, but doesn’t have so many people as to spoil the wilderness effect.

Logistics and Permits

The biggest logistical concern of hiking in Yellowstone is the wildlife. Grizzly bears are very active in this area and other wildlife such as bison and elk can also pose danger to hikers. This is one of the only downsides to embarking on this trip as an introduction to backpacking. However, with the moderate elevation and easy milage, you’ll be able to prepare for the possible dangers of wildlife and still complete this trip safely. If the wildlife seems like a bit much but the hike sounds appealing, Wildland Trekking offers  this trip in both 2 and 3 day options so that you can get your feet wet before going out there on your own.  

Like everywhere in Yellowstone, permits are required for overnight camping. Yellowstone’s traditional backpacking season is shorter than other national parks, mostly limited to summer, so you’ll want to make advanced reservations to ensure you get the route you want. Walk up permits are available at ranger stations 1 or 2 days before you begin your trek, but they go quickly each morning. It’s a good idea to have a back up itinerary in case you don’t get the permit you want. Permits are included on guided trips

Wildland Trekking offers this trip as an all-inclusive guided hike with meals, gear, transportation, permits, and an expert mountain guide all included. Guided trips are a great way to find out what backpacking is like before getting out there on your own. Click here to learn more!

13. Little Lakes Valley, Inyo National Forest, California  

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Milage: 8-10MI / 13-16KM Roundtrip | Length: 2-3 days | Elevation Gain/Loss: 1218 ft  

Just north of Bishop on California’s Highway 395 is a blink-and-you’ll-miss-it turnoff with one of the Eastern Sierra’s best short distance hiking destinations: Little Lakes Valley. This valley, accessed from Mosquito Flats , is a great destination for a first time backpacking trip. With over a dozen serene alpine lakes, this valley is overflowing with campsite options, day hiking, fishing, and stunning views. While the trail is easily assessable, it’s no overly crowded and with the abundance of campsites, hikers may get an opportunity to have a lake to themselves. Located in the Inyo National Forest, there’s much less competition for permits compared to national park trails, but the scenery is no less spectacular.  

Little Lakes Valley is great for beginner backpackers because of the big bank for your buck (or view for your step) that you get on this short and relatively flat trail. There is some elevation gain on the way into the valley, but that means it’s downhill on the way back! The abundance of lakes and streams make finding water a breeze and the pristine lakes with a back drop of snow capped, jagged peaks is unbeatable. Plus, the trail is easily accessible from Highway 395 and Tom’s Place at the turnoff is a great place to spot at for a burger on the way out!

Logistics for backpacking in Little Lakes Valley are pretty minimal as the short trail is out and back and there is only one access point. Your biggest concern is going to be the elevation as the trailhead is over 10,000 ft above sea level. All backpackers (not just beginners) who don’t live at elevation should spend at least one night (if not two) at a nearby campground that’s around 7,000 to 8,000 ft in order to acclimate to the elevation. Convict Lake is a good, close-by option for this.  

Only attempt this hike in summer and early fall and make sure to check the weather before you go to assess road and snow conditions. Permits are required to spend the night here, but there is much less competition for them compared to national parks. You can make reservations online or get walk up permits at Inyo National Forest’s backcountry permit office.

This is bear country and you will need to use bear resistant containers for all food and smelly items. There are no campfires allowed anywhere in the valley and water collected from lakes and streams should be filtered.  

14. Half Dome, Yosemite National Park  

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Milage: 16MI / 26KM Roundtrip |   Length : 4 days | Elevation Gain/Loss: 2845 ft

First, a disclaimer: this trip is hard. Hiking to and up Half Dome is a challenge with large elevation gains and lots of exposure to heights. Beginning with the Mist Trail and ending with hiking the cables , this hike is not to be underestimated. But the views from the top are worth it. While many people do this hike in a single day, backpacking to the base of Half Dome and then summiting in the morning before any day hikers arrive is a great option, allowing you to skip the extremely long and strenuous milage day. It is notoriously difficult to get permits to hike Half Dome, but the backpacking permit is separate from the day hiking permit and will be easier to get.  

So if this trip is so hard, why is it included in this list of best trips for beginner backpackers? Well, beginner trips don’t necessarily mean easy trips. If you are already an avid outdoors person, in good physical condition, and accustomed to hiking, you might want your first backpacking trip to be a bit of a physical (if not a technical or logistical) challenge. In this case, Half Dome may be a great option for you, especially if you’ve already done it as a day hike.  

While the elevation is still hefty even for avid hikers, backpacking to the monolith cuts down the milage to reasonable days, making a backpacking trip arguably easier than a day hike. Of course, you might consider going with a guiding company due to the somewhat technical terrain on the granite and to avoid the hassle of getting permits.  

Hiking Half Dome comes with some logistics to work out. The cables on the last miles of the climb are only up from late May through early October when there won’t be snow and ice on the granite. In addition, you won’t be able to hike on a rainy day (or even a day that is threatening rain) as the granite becomes extremely slippery when wet. Most accidents happen in wet weather. Check the forecast and make sure there are no storms brewing.  

Permits are notoriously difficult to obtain for Half Dome, but backpacking permits are a little bit easier as you are not competing against all the day hikers for a spot. You can reserve permits on the National Park Service’s website.  

The trail is in and back, so you won’t have to worry about transportation if you park your car at the trail head. Remember, this trail is commonly done as a day hike, so don’t expect to have backcountry solitude on this trek.  

Backpacking to Half Dome with a guiding company can be a great way to challenge yourself physically, but have an expert guide to show you the ropes of backpacking before you get out there on your own. We offer this trek as a guided tour for anyone wanting a bit of a challenge with great rewards. All of our trips are all-inclusive with meals, gear, transportation, permits, and an expert mountain guide all included. Click here to learn more!

15. West Rim, Zion National Park

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Milage: 16MI / 27KM Point to Point | Length: 2 days | Elevation Gain/Loss: 1700 ft

Beginning far from the gorgeous yet busy canyon that is Zion’s main attraction, the West Rim trail is a scenic, mostly downhill, 2 day backpacking trip that will knock the socks off any first time backpacker. Even seasoned backpackers will be kept interested on this moderate trail with non-stop views of Zion’s majestic red rock canyons and some campsites from which you can see both the sunset and the sunrise. Beginning at Zion’s highest point at Lava Point and hiking down toward the canyon, this trip takes hikers up to the alpine portions of Zion and then down into traversing through the classic canyons. And to top it all off, you’ll end at Scout Lookout with some of the most famous views in the park.  

The West Rim in Zion is a great trip for first time backpackers because it is simply loaded with gorgeous views and isn’t too strenuous. You’ll be able to take leisurely mornings when hiking this trail over two days and if you start at Lava Point, it’s almost entirely downhill! (You will want to bring trekking poles however, all that downhill hiking can be hard on the knees). The elevation and milage are moderate and you simply can’t beat the views down into the canyon. While Zion is known for its crowds, you won’t find this trail overly crowded, giving first time backpackers a chance for some solitude on the trail.  

Zion’s West Rim comes with a few logistical issues, but none that a first time backpacker can’t figure out. The trail is out and back so you will need to either park a car at the end of the trail and drive a second one to the trail head or use a shuttle service. Shuttles can be arranged from town easily.  

Another logistical concern is water. There are seasonal springs along the trail, but the only one that flows year round is Cabin Spring. Water from streams and rivers may be impacted by a recent bacteria bloom that contain cyanotoxins, making the water unsafe for drinking and swimming. Please see the Zion’s official website for current updates on the cyanobacteria bloom.

Permits are required for overnight use and they double as campsite reservations for one of the 9 campsites along the trail. Walkup permits are available, but it’s best to reserve them online to make sure you get the permit you want. Zion has stricter regulations about backpacking compared to other national parks, so make sure to read the trail rules before setting out.

About Hannah Singleton

2 day backpacking trip massachusetts

Hannah is a content strategist, writer, and guide for Wildland Trekking Company. She was born and raised on the East Coast but currently resides in Salt Lake City, UT where she spends her time exploring the wonders of the Rocky Mountain West. You can check out more of her freelance writing at www.hannah-singleton.com.

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  1. Massachusetts Hiking and Backpacking Trails

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