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Cole Swindell’s ‘Down to the Bar’ 2022 tour: Where to buy tickets, schedule

• Published: Jan. 01, 2022, 11:00 a.m.

Cole Swindell is spearheading a sizable 2022 tour.

• Matt Levy | NJ Advance Media for NJ.com

Cole Swindell doesn’t take a break.

The country star just wrapped a 2021 tour with Thomas Rhett, but that didn’t stop the prolific singer-songwriter from announcing that he’ll soon be headlining his “Down to the Bar” tour in 2022.

“The fans are going to be in for a lot of surprises on this tour,” Swindell said. “It will be hard to top 2021, but getting this tour out there already has me excited for the new year.”

When’s he not on the road, Swindell has been staying busy in the studio as well. Collaborating with Lainey Wilson , the two recently released the duet “Never Say Never” which has already amassed nearly 4 million streams on Spotify at the time of publication.

If you want to catch Swindell and his new tunes on the road, here’s everything you need to know.

Where can I buy Cole Swindell tickets?

Tickets for the “Down to the Bar” tour can be found on all major ticketing platforms.

We recommend price shopping for the best deals on Vivid Seats , StubHub , Ticketmaster , SeatGeek and MegaSeats .

Where is Cole Swindell going on tour?

On Feb. 17, the 2015 Academy of Country Music Awards’ New Artist of the Year will head to Peoria, Illinois for the first date of his 16-concert tour. A little less than two months later, Swindell is scheduled to play his final show on April 3 in Hampton Beach, New Hampshire.

Before all that, on Feb. 9 Cole Swindell will headline with Diplo at Birds Nest in Scottsdale, Arizona .

For a better picture of all shows on the tour, including three concerts in Swindell’s native Georgia, you can see the entire calendar with dates, venues and where to buy tickets below.

• Feb. 17 at the Peoria Civic Center in Peoria, Illinois
• Feb. 18 at Ralston Arena in Ralston, Nebraska
• Feb. 19 at Hartman Arena in Park City, Kansas
• Feb. 24 at the Idaho Center in Nampa, Idaho
• Feb. 25 at Angel of the Winds Arena in Everett, Washington
• Feb. 26 at the First Interstate Center for the Arts in Spokane, Washington
• March 10 at the Macon City Auditorium in Macon, Georgia
• March 11 at the Florida Strawberry Festival in Plant City, Florida
• March 12 at the Bell Auditorium in Augusta, Georgia
• March 17 at Chartway Arena in Norfolk, Virginia
• March 18 at the Martin Luther King Jr Arena in Savannah, Georgia
• March 24 at the Cable Dahmer Arena in Independence, Missouri
• March 25 at the Sanford Pentagon in Sioux Falls, SD
• March 26 at the Mayo Clinic Health Systems Event Center in Mankato, Minnesota
• April 1 at The Vine in Waterloo, New York
• April 2 at the Kirby Center in Wilkes-Barre, Pennsylvania
• April 3 at the Hampton Beach Casino Ballroom in Hampton, New Hampshire
• June 16-19 at the Barefoot Country Music Festival in Wildwood, New Jersey

Cole Swindell opening acts

Swindell won’t be alone on the tour. Major country acts Travis Denning and Ashley Cooke are also penciled in to play sets at all shows.

A quick trailer for the tour where you can see Swindell, Denning and Cooke all going down to the bar can be found here .

View this post on Instagram A post shared by Cole Swindell (@coleswindell)

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Cole Swindell tour dates 2024

Cole Swindell is currently touring across 2 countries and has 29 upcoming concerts.

Their next tour date is at Budweiser Gardens in London, after that they'll be at Tribute Communities Centre in Oshawa.

Currently touring across

Upcoming concerts (29) See nearest concert

Budweiser Gardens

Tribute Communities Centre

Canadian Tire Centre

Brandon Amphitheater

Amphitheater at The Wharf

Hartford HealthCare Amphitheater

BankNH Pavilion

Everwise Amphitheater at White River State Park

PNC Pavilion at Riverbend

Winstock Country Music Festival

Ameris Bank Amphitheatre

Skyla Credit Union Amphitheatre

Live Oak Bank Pavilion

Arizona Financial Theatre

YouTube Theater

Save Mart Center

Hero Arena at Mountain America Center

KettleHouse Amphitheater

Buffalo County Fairgrounds

SunFest Country Music Festival

Oregon Jamboree

Watershed Festival

SERVPRO Richmond Pavilion

Atlantic Union Bank After Hours at the SERVPRO Pavilion

Artpark Outdoor Amphitheater

Champlain Valley Exposition

Catholic Health Amphitheater at Bald Hill

Globe Life Field

Red Rocks Amphitheatre

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Coffee Butler Amphitheater

Georgia Southern University

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Recent tour reviews

We LOVE Cole Swindell!!! This was our 3rd time seeing him and he just gets better and better! His encore and ending had the whole place on their feet singing word for word with him!! I love how his song "worth the whiskey" has become such an important "thank you" portion of his show. FULL of 'Merica Love!!! Makes me proud to be a fan! Can hardly wait to see him again!

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He was amazing! He is such a down to Earth person. All about the people! When he sang "You ain't worth the Wiskey" and he dedicated it to Service men and women, then first responders the Police and Firemen it really hit home for me. My son is a State Trooper in South Carolina and after doing a traffic stop for a DUI he was hit by another drunk at 60 mph. I am grateful that he survived, he just has so many surgeries ahead of him. Cole mentioned how first responders help strangers everyday and yes my son loved his job and making a difference! Thanks Cole for the shout out! I will definitely see him again!!

Great concert at the Greek Theatre last night. We saw Cole Swindell and Lauren Alaina too, but I was there mainly for Chris Janson!!! After seeing Janson at the Grand Ole Opry in 2015, I was hooked!! But, with the 3 of them together on this Reason To Drink tour, it's a must see show for any fan of Country music!!!

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Cole Swindle at the Amphitheatre

Cole Swindle, with guests Ashley Cooke and Dylan Marlowe, will perform at the St. Augustine Amphitheatre in November of 2022.

Thursday, November 17, 2022 | 6:30PM

Past the Lighthouse going south, on the left. 1340C A1A South St. Augustine, FL 32080

View Google Map

The St. Augustine Amphitheatre will welcome Cole Swindell, Grammy-nominated country music artist, on November 17, 2022 at 6:30 p.m. 

Cole Swindell, singer and songwriter, has multiple platinum records and toured all over the world. From Georgia, Cole's single hits include "Never Say Never," which he recorded with Lainey Wilson, "She Had Me at Heads Carolina," and "Break Up in The End."

In St. Augustine, Cole's special guests are Ashley Cooke and Dylan Marelowe.

Admission : Ticket prices range from $44.00 to $74.00.  Tickets can be purchased on-line or at the Amphitheater Box Office on Anastasia Island, which is open from 10 a.m. to 6 p.m. on Thursdays and Fridays, and from 8:30 a.m. to 12:30 p.m. on Saturdays.

When : November 17, 2022 at 6:30 p.m. Doors open at 5:00 p.m.

Where: St. Augustine Amphitheatre is located at 1340 A1A South in St. Augustine, FL 32080.

Parking Information : The Amp St. Augustine is located on Anastasia Island next to Anastasia State Park. Limited paid parking is available in The Amp's Main Lot, but only with advance purchase of a Premium Parking ticket. Free satellite parking areas are located within one mile of the Amphitheatre, at R.B. Hunt Elementary and at Anastasia State Park (see map below).

Shuttle Information : The St. Augustine Amphitheatre shuttle system begins its run 45 minutes prior to show time. The shuttle will pick up event patrons at four designated shuttle stops: the R.B. Hunt Elementary School Soccer Field, the west entrance of the Anastasia State Park Main Parking Lot, the Loop at the Anastasia State Park, and the entrance of the St. Augustine Amphitheatre. To see the full shuttle route, please see the map below.

Shuttles will run continuously until approximately 45 minutes after the scheduled start time of a concert. For anyone wanting to leave prior to the end of a show, shuttles will begin taking people back to the satellite parking areas one hour before the event is over. The driver will not depart The Amp until the shuttle is more than 50% full.

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Cole Swindell Heads ‘Back Down to the Bar’ for a New String of 2022 Tour Dates

Cole Swindell isn't done with his Down to the Bar Tour just yet: On Monday (June 13), the singer announced a fall leg of shows for 2022, called the Back Down to the Bar Tour.

The fun returns on Sept. 23 with a stop in Helotes, Texas, and will extend through mid-November, including an early November headlining engagement at Nashville's famed Ryman Auditorium.

Ashley Cooke — who was the singer's opening act for his spring dates, and also co-stars in his music video for "Down to the Bar" — will return for the second half of the run. The other opening act from the Down to the Bar Tour was Travis Denning ; taking his place during the fall dates will be Dylan Marlowe.

“We had so much fun on the Down to the Bar Tour in the spring that I decided we just needed to go Back Down to the Bar in the fall!” the singer says.

“I couldn’t NOT take Ashley Cooke back out with us on this tour because she is just incredible and fans love her. I’ve also been watching what Dylan [Marlowe] has been doing for a while now so I’m so excited he is going to join us," Swindell continues. "Touring has just had a new meaning this past year and I can’t wait to show the fans what we have in store for them on the Back Down To The Bar Tour!"

Both the first half of the trek and the new dates are named in a nod to " Down to the Bar ," Swindell's duet with Hardy . The song comes off Swindell's newest album, Stereotype , which he put out in late April.

Tickets for the Back Down to the Bar dates go on sale on Friday (June 17), but Swindell's fan club, the Down Home Crew, will have access to a special pre sale starting Tuesday (June 14).

Cole Swindell's 2022 Back Down to the Bar Tour Dates:

Sept. 23 -- Helotes, Texas @ Floores Country Store Sept. 24 -- Fort Worth, Texas @ Billy Bob’s Texas Sept. 30 -- Round Rock, Texas @ Round Rock Amphitheatre Oct. 1 -- Tulsa, Okla. @ Cain’s Ballroom Oct. 6 -- Grand Junction, Colo. @ Amphitheater at Las Colonias Park Oct. 7 -- Prescott Valley, Ariz. @ Findlay Toyota Center Oct. 13 -- Birmingham, Ala. @ Avondale Brewing Company Oct. 14 -- Owensboro, Ky. @ Owensboro Sports Center Oct. 20 -- Erie, Penn. @ Warner Theater Oct. 21 -- Boston, Mass. @ House of Blues | Coreyfest Oct. 22 -- Huntington, N.Y. @ The Paramount Nov. 3 -- Nashville, Tenn. @ Ryman Auditorium Nov. 4 -- *Biloxi, Miss. @ Beau Rivage Resort & Casino-Beau Rivage Theatre Nov. 5 -- Fayeteville, Ark. @ JJ’s Live Nov. 11 -- **Verona, N.Y. @ Turning Stone Resort Casino Nov. 12 -- Johnstown, Penn. @ Cambria County War Memorial Nov. 17 -- Saint Augustine, Fla. @ The Saint Augustine Amphitheatre Nov. 18 -- Orlando, Fla. @ Hard Rock Live Orlando Nov. 19 -- Pompano Beach, Fla. @ Pompano Beach Amphitheater

*Ashley Cooke only **Dylan Marlowe playing the after party at Tin Rooster on the Casino grounds

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Cole Swindell: Back Down to the Bar Tour

WITH SPECIAL GUESTS ASHLEY COOKE AND DYLAN MARLOWE TICKETS ON SALE FRIDAY, JUNE 17th AT 10AM Cole Swindell is bringing his Down To The Bar Tour to Johnstown’s 1st Summit Arena @ Cambria County War Memorial on Saturday, November 12.   Special guests include Ashley Cooke and Dylan Marlowe.   Tickets start at $37 plus applicable fees and go on-sale Friday, June 17th at 10am.   Or, get access to the presale code by signing up for the 1st Summit Arena newsletter…

1ST SUMMIT ARENA @ Cambria County War Memorial Arena

326 Napoleon Street Johnstown , PA 15901 United States

Phone 814-536-5156

WITH SPECIAL GUESTS ASHLEY COOKE AND DYLAN MARLOWE

TICKETS ON SALE FRIDAY, JUNE 17 th AT 10AM

Cole Swindell is bringing his Down To The Bar Tour to Johnstown’s 1st Summit Arena @ Cambria County War Memorial on Saturday, November 12.   Special guests include Ashley Cooke and Dylan Marlowe.

Tickets start at $37 plus applicable fees and go on-sale Friday, June 17 th at 10am.   Or, get access to the presale code by signing up for the 1st Summit Arena newsletter before it is released Wednesday evening, June 15.  The online-only presale at Ticketmaster.com will run from 10 a.m. to 10 p.m. on Thursday, June 16.

About Cole Swindell:

GRAMMY-nominated superstar Cole Swindell recently released his 12th career single, “Never Say Never” (with Lainey Wilson). “Never Say Never” follows his 10th career No. 1, “Single Saturday Night,” which has logged over 245 million streams globally. In the seven years since Warner Music Nashville debut, Swindell has racked up an nine certified Platinum singles, a Platinum-certified debut album (Cole Swindell) and a Gold-certified sophomore album (You Should Be Here). His massive No. 1 hit “Break Up In The End” was named the NSAI Song of the Year (2019). The Georgia hitmaker has nearly 4.5 BILLION global career streams as well as numerous songwriting honors, lending his pen to chart-topping singles by Luke Bryan and more.

Swindell has played on some of the biggest stages in the world, including making history being the first-ever live radio and TV broadcast from the 57th floor terrace of 4 World Trade Center, overlooking the Freedom Tower. National television performances include the Citi Concert Series on TODAY, Good Morning America, Ellen, the Tonight Show starring Jimmy Fallon, Jimmy Kimmel Live!, the CMA and the ACM Awards, the MLB Network and NASCAR. The Georgia native has toured with some of country music’s most acclaimed entertainers, including Kenny Chesney, Jason Aldean and Thomas Rhett. He officially became a headliner on his own with his Reason to Drink Tour in 2018 and has since continued to hit major venues across the nation.

About Ashley Cooke:

Raised between the coasts of CA and FL, Ashley Cooke is an up-and-coming country artist who is bringing authentic and honest storytelling to her music. The singer/songwriter developed her love of country music as Rascal Flatts, Jason Aldean and Florida Georgia Line quickly became the soundtrack of high school. Cooke followed her passion for music to Belmont University where she won the Country Showcase, and has been writing and recording music since.

In Oct. 2020, Cooke released her poignant single, “Jealous of the Sky,” written about the pain of losing her best friend to cancer at age 18. The song was followed up with “Sunday Morning Kinda Saturday Night,” which debuted at #1 on the iTunes Country chart. In April, Cooke teamed up with Roman Alexander for a duet on his hit-single “Between You & Me,” which garnered two million streams in less than three weeks.

Most recently, Cooke released “Under” which is the second single from her forthcoming project produced by award-winner Jimmy Robbins. “Under” explores the fresh and raw emotions that follow a breakup as the singer begs the question of what it’ll take to finally get over her last relationship, sharing that she’s done everything she knows how to do.

About Dylan Marlowe:

Statesboro, Georgia is bursting with pride since native son Dylan Marlowe has become the newest rising star in Nashville’s country music scene. The former youth baseball player has found his sweet spot in the format by blending traditional themes and sensibilities with a subtle touch of contemporary production to create a sound that hits a home run with longtime country fans, as well as newer listeners. Drawing from influences like Kenny Chesney, Eric Church and Cody Johnson, along with the rock music he heard his dad’s band play, Dylan is carving out his own creative niche that he’s filling with music that fans will readily identify with the name Dylan Marlowe.

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Cole Swindell’s 2022 Tour Dates Include A Stop In Upstate NY

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Cole Swindell is getting back on the road and "Down to the Bar." And you will get to see him in the Empire State!

As dig in to the holiday season, we are seeing concert and tour announcements left and right. Maybe it is because concert tickets make the ultimate stocking stuffer? What ever the reason, as a lover of live Country music the last few weeks have been kind to you with great shows being announced right here in the Capital Region and Upstate New York. Now you can add Cole Swindell to the list!

Cole Swindell Announces "Down To the Bar Tour"

Cole announced today his "Down To the Bar Tour" with special guests Travis Denning and Ashley Cook will kick off on February 17th and will run right through early April including an April 1st concert at del Lago Resort & Casino in Waterloo in the Finger Lakes. Tickers go on sale this Friday according to Cole's Instagram.

Cole joins a long list of artists who are getting ready to visit us in Upstate New York next year including Morgan Wallen at SPAC Thursday, July 7th, Keith Urban at CMAC in Canadaigua Sunday, July 9th, and the just-announced Concert On the Course 2021 starring Michael Ray and Maddie & Tae at Pinehaven Country Club in Guilderland, also Sunday, July 9th.

With all of these early announcements, you have to assume after a scattered handful of Country concerts in 2021, our schedule should be pretty full heading into spring and summer 2022. And after a soft 2021 of shows, I am sure we are all already for the most intensely busy concert schedule you could imagine!

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Cole Swindell: Back Down To The Bar Tour 2022

With special guests : ashley cooke, dylan marlowe, saturday, oct 22 2022, show at 8pm  |   doors at 7pm, seating charts.

Multi-Platinum selling superstar Cole Swindell recently released his new album Stereotype has already charted two back-to-back multi-week No. 1 hits including “Single Saturday Night,” which has already logged over 250 million global streams, and most recently his smash single “Never Say Never,” a duet with his friend and BBR Music Group’s rising star Lainey Wilson. His new single “She Had Me At Heads Carolina,” has already garnered rave reviews and impacting radio now. In the seven years since his debut on Warner Music Nashville, Swindell has racked up an impressive 11 No. 1 singles as an artist – 12 No. 1’s as a songwriter – nine certified Platinum singles (four singles at 2x Platinum), a Platinum-certified debut album (Cole Swindell) and a Gold-certified sophomore album (You Should Be Here). The Georgia hitmaker has over 5 BILLION global career streams. His massive, GRAMMY-nominated hit “Break Up In The End” was named.... Read more...

Multi-Platinum selling superstar Cole Swindell recently released his new album Stereotype has already charted two back-to-back multi-week No. 1 hits including “Single Saturday Night,” which has already logged over 250 million global streams, and most recently his smash single “Never Say Never,” a duet with his friend and BBR Music Group’s rising star Lainey Wilson. His new single “She Had Me At Heads Carolina,” has already garnered rave reviews and impacting radio now. In the seven years since his debut on Warner Music Nashville, Swindell has racked up an impressive 11 No. 1 singles as an artist – 12 No. 1’s as a songwriter – nine certified Platinum singles (four singles at 2x Platinum), a Platinum-certified debut album (Cole Swindell) and a Gold-certified sophomore album (You Should Be Here). The Georgia hitmaker has over 5 BILLION global career streams. His massive, GRAMMY-nominated hit “Break Up In The End” was named the NSAI Song of the Year (2019).

Swindell has played on some of the biggest stages in the world, including making history being the first-ever live radio and TV broadcast from the 57th floor terrace of 4 World Trade Center. He has played high-profile national television performances on NBC’s Citi Concert Series on TODAY, ABC’s Good Morning America, The Ellen Degeneres Show, Tonight Show starring Jimmy Fallon, Jimmy Kimmel Live!, ABC’s CMA Fest specials, CMA and ACM Awards, MLB Network, NASCAR and Sports Illustrated among others. The entertainer has toured with some of the biggest names in country music, including Luke Bryan, Kenny Chesney, Jason Aldean, Thomas Rhett, Florida Georgia Line and Dierks Bentley. He officially became a headliner on his own in 2018 with his Reason To Drink Tours and his subsequent headlining Down To Earth Tour, most recently his Down To The Bar Tour and will be back out on the road in the fall headlining his Back Down To The Bar Tour with Ashley Cooke and Dylan Marlowe.

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Ashley cooke.

Raised between the coasts of California and Florida, Ashley Cooke is an up-and-coming country artist who is bringing authentic and honest storytelling to her music. The singer/songwriter developed her love of country music as Rascal Flatts, Jason Aldean and Florida Georgia Line quickly became the soundtrack of high school. Cooke followed her passion for music to Belmont University where she won the Country Showcase, placing her in an elite class of winners that includes Brad Paisley, Chris Young, Tyler Hubbard of Florida Georgia Line and more. In Aug. 2021, Cooke released her debut project Already Drank That Beer, Side A, featuring 8 tracks written by Cooke and many of Nashville’s hottest songwriters. The project includes fan-favorite “Never Til Now” as well as standout tracks “Good Goodbye” ft. Jimmie Allen and “Already Drank That Beer.” Produced by award-winner Jimmy Robbins, the debut project garnered critical acclaim from Rolling Stone, People, Taste….

Raised between the coasts of California and Florida, Ashley Cooke is an up-and-coming country artist who is bringing authentic and honest storytelling to her music. The singer/songwriter developed her love of country music as Rascal Flatts, Jason Aldean and Florida Georgia Line quickly became the soundtrack of high school. Cooke followed her passion for music to Belmont University where she won the Country Showcase, placing her in an elite class of winners that includes Brad Paisley, Chris Young, Tyler Hubbard of Florida Georgia Line and more.

In Aug. 2021, Cooke released her debut project Already Drank That Beer, Side A, featuring 8 tracks written by Cooke and many of Nashville’s hottest songwriters. The project includes fan-favorite “Never Til Now” as well as standout tracks “Good Goodbye” ft. Jimmie Allen and “Already Drank That Beer.” Produced by award-winner Jimmy Robbins, the debut project garnered critical acclaim from Rolling Stone, People, Taste of Country, Sounds Like Nashville, Country Now and more. Cooke joined BRELAND on his Cross Country tour this fall and will round out her stacked year with Spencer Crandall as she works on releasing more music in 2022.

Dylan Marlowe

Multi-Platinum selling and five-time ACM Award nominee Cole Swindell will launch his fall headlining  Twelve  Tour  on October 12 in Fargo, ND. Joining Swindell on his  Twelve  Tour  are special guests Nate Smith, Conner Smith, Avery Anna and Greylan James. “My fans know 12 is my number… so, here we go... 12 SHOWS. 12 DIFFERENT SETS. We are kicking this off October 12th and I can’t wait to be out on the road with Nate, Conner, Avery Anna and Greylan!” Swindell’s  Down Home Crew  will have the opportunity to purchase tickets for the  Twelve Tour  during the “Down Home Crew Presale” beginning Tuesday April 25 at 10 a.m. local. Tickets will go on sale to the public in most markets beginning Friday, April 28 at 10 am local. Check  ColeSwindell.com  for on sale dates in each market. To purchase tickets go to  www.ColeSwindell.com .

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Cole Swindell

Down to the bar tour.

• Date Feb. 24 , 2022
• Event Starts 7:30 PM
• Doors Open 90 minutes before show
• On Sale On Sale Now

Event Details

Platinum selling Cole Swindell with Travis Denning and special guest Ashley Cooke

Additional Ticket Information

GA Pit - $49.50 RSV'D P1 - $59.50 RSV'D P2 - $49.50 RSV'D P3 - $39.50

VIP Insider Presale Thursday, Dec. 9 @ 10am

Related Links

• Official Cole Swindell Website

Covid 19 Event Information

Ford Idaho Center remains in accordance with the guidance and recommendations set forth by the CDC and local health officials, following all applicable municipal mandates.  For more information on the Ford Idaho Center's Covid Policy visit our  Covid 19 Information page .  

Per event request additional Covid 19 precautions maybe required.  When additional event specific Covid-19 precautions are required best efforts will be made to timely update information here, as well as communicated to our ticket holders via email.   

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Cole Swindell Engaged to Courtney Little: 'I Couldn't Wait Any Longer' (Exclusive)

The country star proposed Sunday evening at the location of the couple's first date

Cindy Watts is a CMA Award-winning journalist who has spent more than 20 years reporting on country music from Nashville, Tennessee. The bulk of her career was spent with The USA Today Network. She has a degree in recording industry from Middle Tennessee State University, where she recently spent a semester teaching journalism. She currently co-hosts 52-The Podcast alongside Sugarland singer/songwriter Kristian Bush. She adores baking, The Golden Girls and Dolly Parton, but not as much as she loves her two children.

Cole Swindell 's single Saturday nights are over.

The country singer, who is nominated for five awards at the 58th ACM Awards , got down on one knee and proposed to girlfriend Courtney Little on Sunday at the location of their first date — a farm north of Nashville, Tennessee. She said yes !

"It's hard to put into words how happy I am," Swindell, 39, told PEOPLE. "I feel like I'm very fortunate to be where I am in my career, but I feel like I've missed out on a lot of real-life moments. I'm just glad to have somebody to share everything with. She makes me better, and I'm the happiest I've ever been in all parts of my life."

Swindell proposed with an oval diamond ring that he designed with the help of Simon Tekin at Ballantyne Jewelers in Charlotte, North Carolina, near Little's hometown. Getting Little, 24, and the ring to the out-of-the-way location required Swindell to plan extensively.

The "She Had Me at Heads Carolina" singer spoke to Little's father about his intentions a few weeks ago.

"That's probably the most nervous I've ever been because he's such a great man," Swindell said of his soon-to-be father-in-law. "I can't wait to be part of her family. She comes from a good one, and that's what made that so nerve-wracking. I can't imagine being a dad of a daughter and having that conversation."

After he received the family's blessing, Swindell pondered proposal locations. He considered popping the question in Dallas this week during festivities leading up to the 58th ACM Awards. However, he opted for the farm because of their connection to the location. The couple's first date was Swindell's "Some Habits" video shoot — in which Little starred — and was shot on the farm.

Swindell asked a representative of Ballantyne Jewelers to fly to Nashville to hand-deliver the ring because he was worried about the all-important diamond getting lost in transport. Ballantyne Jewelers obliged, and Swindell battled intensive traffic for Nashville's third Taylor Swift stadium show to pick it up in the downtown area known as The Gulch on Sunday morning.

"It looked like she was playing acoustic pop-up shows outside of restaurants or something," Swindell commented. "There were lines all over the place. And I was like, 'This is not what I envisioned coming.' I was trying to get down there early to get it before all that, but I did not miss any of it."

When Swindell came up with the idea to propose on the farm, he ran the concept by Little's sister Laura, who thought the location would be perfect. Then the couple got on his tour bus Sunday afternoon to ride to Dallas for the rehearsals leading up to the ACM Awards. Swindell told Little they were stopping for dinner to ensure she was dressed. But instead of heading south to Dallas, the bus turned north toward Orlinda. He hoped for a stunning sunset, but rain flooded the Nashville area all afternoon. When the coach pulled over on the gravel road, Swindell imagines his fiancée thought the bus broke down.

The weather subsided long enough for Swindell to lead Little — who owns The Little Sisters Boutique with Laura — off the bus and onto the gravel road.

"She recognized the location," he told PEOPLE. "She probably knew what was going on then. I took her hand and walked for what felt like a long time. It probably wasn't but a minute or so."

Swindell asked Little if she remembered the place, and he told her how special the location would always be to him.

"At that point, I couldn't wait any longer," he said. "I found a little spot right there off the side of the gravel drive in the field and hit a knee."

The singer joked they both were so excited they blacked out and didn't remember what they said to each other.

"We're both trying to remember everything," he said.

Swindell asked his photographer to hide in the field and take photos of the proposal, which he did. Then the couple returned to the farmhouse, where they tried to create some of their earliest photos together at the video shoot.

"I put the ring on her finger, and we've been all smiles ever since," he said.

Swindell recently released the deluxe version of his album Stereotype , called Stereotype Broken . He will also perform Thursday on the 58th ACM Awards, which will air live on Amazon Prime.

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How Lainey Wilson Is Making Country Cool Again

With her thoughtful songwriting, farmer's-daughter grit and self-branding savvy, it may seem like she shot to stardom overnight — but the long road here is what's keeping her grounded.

By Melinda Newman

Melinda Newman

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When Lainey Wilson played ­Australia for the first time in March, she made sure to meet the country ’s animal ambassadors: She held a koala; she pet a kangaroo. But it wasn’t all furry fun.

“I got crapped on by a bird twice,” Wilson says in her thick Louisiana drawl, shaking her head in bemused disbelief. “In the exact same spot. I heard it was good fortune, so I was like, ‘Go ahead. Do what you got to do, bird.’ ”

Lainey Wilson: Photos From the Billboard Cover Shoot

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When “Save Me,” her urgent duet with Jelly Roll, reached No. 1 on Billboard ’s Country Airplay chart in December, only six weeks had passed since her solo hit, the coming-of-age tale “Watermelon Moonshine,” had summited the list — the shortest stint between No. 1s for a female artist in the chart’s 34-year history. “Watermelon Moonshine” appeared on Wilson’s most recent album, 2022’s Bell Bottom Country (Broken Bow Records/BMG), which took home both the Academy of Country Music (ACM) and Country Music Association Awards for album of the year, as well as the Grammy for best country album — only the ninth record ever to complete that trifecta. And at November’s CMA Awards, Wilson became the first woman to win entertainer of the year since Taylor Swift in 2011 and the first artist since Garth Brooks in 1991 to win best new artist one year and entertainer of the year the next.

At times, the rush has been overwhelming. “I do feel like the 10 years of nothing happening slightly prepared me, but I don’t think you can ever really fully prepare yourself for everything coming at once, and you’re just trying to hold on for dear life,” Wilson says.

One line in particular from Wilson’s acceptance speech for female artist of the year at the ACM Awards last May encapsulates her personal credo: “If you’re going to be a dreamer, you better be a doer.” And Wilson is nothing if not a doer. On this late-March morning, she has flown 14 hours on a commercial flight from Sydney to Los Angeles, landing at LAX at 7:30 a.m. and coming straight to Pasadena for this interview and its associated all-day photo shoot, even showering on location instead of first stopping at her hotel.

Getting a caffeine jolt from an iced brown sugar oatmeal shaken espresso from Starbucks, she sits on a bench in the lush backyard as birds chirp. Clad in a cozy, loose-fitting sweatsuit, Wilson pulls her knees up against her chest to shield against the slight morning chill. She’s not wearing any makeup, her long blonde hair sticking out from under a ball cap, her bare feet still sunburned from sitting in a Sydney park.

Wilson’s relaxed vibe contrasts markedly with the electric buzz she says she’s still feeling from the reception she received in Australia. “All I could think about was little 9-year-old Lainey just wanting to write music about my life and how in the world could somebody on the other end of the world relate to it,” she reflects. “It just goes to show you that we’re all a lot more alike than you think.”

Growing up in tiny Baskin, La. (population 200), 9 was a big age for Wilson. It was when she wrote her first song, “Lucky Me,” while at a sleepover with a friend; when she got her first horse; when she went to the Grand Ole Opry for the first time, where she saw Bill Anderson, Crystal Gayle, Phil Vassar and Little Jimmy Dickens. “My daddy actually still has the ticket stub,” she says. “He put it in the lockbox.” And it was when she first knew that one day she would perform on that stage. “My sister was asleep on the church pew like she could care less,” she says. “I remember eating popcorn and thinking, ‘Oh, I’m going to do this.’ ”

By 2011, Wilson had moved to Nashville, where her career as a singer-songwriter started germinating. But with a traditional sound out of step with the pop-dominated country in vogue, she had to survive years of setbacks before reaping her first rewards. She hit a low point in 2014: On her third year living in a camper trailer, career stagnant, the man she was dating impregnated another woman, and Wilson’s producer, who was letting her live in his studio parking lot, died. “It was a lot of dark moments in my life,” she recalls, “and I just felt not worthy.”

(Years later, she would draw on that challenging time when she collaborated with Jelly Roll on “Save Me” and its desperate yearning-for-salvation theme. “I love Lainey’s ability to be vulnerable, and I wondered if that would translate on the song,” Jelly Roll says. “Lainey has such an authentic voice [that] I felt if she could connect with the song, then she could share these lyrics from a woman’s point of view.”)

Still, even amid those struggles, there were bright spots, like when her pal Luke Combs cut a song they co-wrote for an EP he released before he got signed. (Wilson, who considers herself first and foremost a songwriter, has also co-written songs cut by Chrissy Metz, Flatland Cavalry and Thompson Square, among others.) While working on her songwriting, she also started developing a signature country-hippie look, with bell bottoms and a wide-brimmed hat, and her sound, which combined traditional country with a slight rock edge. Around 2017 — the year she inked her Sony Music Publishing deal and a year before she signed with Broken Bow — she began tagging her social media content with #bellbottomcountry. “I just felt like during that time people were having a hard time getting it — everything from the way that I dress to the way that I sound,” Wilson says. So she came up with her own clear explanation: “country with a flare.”

In an era when women still struggle to get airplay on terrestrial country radio, that has been no small feat. As her popularity has grown, Wilson has flexed different facets of her artistry — and scored radio hits — by both releasing solo songs and featuring on duets with male artists. After “Things a Man Oughta Know” became her first Country Airplay No. 1 in September 2021, she featured on Cole Swindell’s “Never Say Never,” which reached No. 1 in April 2022. The following April, her “Heart Like a Truck” peaked at No. 2, as did “wait in the truck,” her collaboration with HARDY the same month. She then returned to the top spot with “Watermelon Moonshine” and “Save Me” in October and December, respectively.

“Honestly, there was not a grand strategy of alternating singles with collabs,” Loba says. “Quite simply, it has been those acts reaching out to Lainey with great songs she connected with, and the timing has fortunately worked out well.”

As Wilson’s career gained momentum, Loba says that — in addition to making sure her music was where it needed to be — her team focused on stressing Wilson’s authenticity, which was on ample display in her charming, gracious Grammy acceptance speech earlier this year. “She’s not copying anyone else,” Loba says. “At the end of the day, everyone can see her heart and is cheering for her.”

Long-awaited success hasn’t diminished Wilson’s ambition — when asked if she wants to headline stadiums in five years, she answers three — but she is temporarily pulling back on the throttle just a little.

“As this career grows, I feel like there’s a lot of other jobs that come along with it,” Wilson says. Her expanding list of brand partnerships includes Wrangler, American Greetings, Stanley, Tractor Supply and Coors — and she even appeared on the fifth and most recent season of Yellowstone in late 2022. (Wilson doesn’t know what her future on the show holds, but she would like to return if her schedule allows.) This summer, Wilson will open a three-story bar, Bell Bottoms Up, in Nashville’s entertainment district in partnership with TC Restaurant Group.

“She won’t say no, so we have to for her,” Loba says. “Since we signed her, she has not left a moment unscheduled. Every time I see her, the only question I [usually] have is ‘How are you?’ We both come from farm families. We’re not taught how to rest in farm families. From management to agency to label to publicist, I think we’re getting better at creating that space for her.”

“Last year was a hard year,” Wilson says. “It was the best year, and I don’t know if we’ll ever have a year like that again. But everybody was tired by the end of it — not just me, but my whole crew. Everything we’ve said we would do, we did it. And then bigger opportunities would come, and you can’t pass them up either.”

Wilson says she would “love to collaborate with Victoria Monét,” especially after seeing her perform at Clive Davis’ pre-Grammy party in February. “She just turned it on,” Wilson continues. “At the Grammys, her [victory] speeches were from the heart. I was like, ‘I want to be her friend.’ ” And she hopes to work with new pal Lana Del Rey, though she hasn’t written for Del Rey’s country album that’s due later this year.

As the demands on her time increase, Wilson is leaning into time-honored practices to help her cope. In Australia, she started waking up an hour early to pray, journal and meditate. “I do sound a little hippie-dippy, but it works for me,” she says. “Just kind of starting my day with an attitude of gratitude.”

She vows to do the same when her WME-booked Country’s Cool Again tour starts May 31 in Nashville. “I have no choice because it has made me feel so good and grounded,” she says. When following that routine, “the shows have gone better. I feel more levelheaded. I got to treat myself like an athlete.”

Over the last two years, one word seems to keep coming up around Wilson.

“Whether I’m running into somebody and they’re saying, ‘Man, your life has been a whirlwind,’ or whether the word’s coming out of my mouth, or I open a book and see the word ‘whirlwind,’ it just seems to be surrounding me,” she says. “Whirlwinds cause turbulence that cause chaos. But at the end of the day, you figure out how to come back to the center.” Which is why it’s also the title of her third full-length Broken Bow album, out Aug. 23 .

She describes Whirlwind as “the Western sister of Bell Bottom Country ,” and lyrically more “introspective” than previous efforts: “I feel like it’s got a little bit more character [and] cinematic storytelling.” Wilson teamed again with producer Jay Joyce (who produced Bell Bottom Country and its predecessor, 2021’s Sayin’ What I’m Thinkin’ ), but in a sign of her increasing clout, her road band plays on Whirlwind instead of the cast of studio musicians who typically appear on country albums. “We’ve played close to 400 shows in the past two-and-a-half years. I knew they could do it,” Wilson explains. “I felt like that’s where the magic was going to come from this time.”

“It’s important for me to be proud of where I come from and the way that I was raised, but not dwell on it too much — because who really cares? Let’s take that and move forward with it,” she says. “That’s just how I like to view life. You just got to keep trucking along.”

While she has nothing against a light-­hearted ditty — and has written a few herself, including “Hold My Halo” and “Straight Up Sideways”— as a songwriter, Wilson prioritizes depth. “I think about the songs that made me fall in love with country music and made a difference in my life,” she says, citing Brooks’ “The Thunder Rolls,” Keith Whitley’s “When You Say Nothing at All,” Reba McEntire’s “Fancy” and Brad Paisley and Alison Krauss’ “Whiskey Lullaby.” “I just think, ‘I’ve got to do that.’ Of course, there’s nothing wrong with a beer-drinking song, but even with that, I think you can dive a little deeper and get people to think a little bit.”

Listeners relate to the authenticity of Wilson’s writing, says her musical hero, Dolly Parton. “Even though Lainey is breathtakingly beautiful to look at, her true beauty comes from deep down where songs are born and written,” Parton tells Billboard . “People feel her heart and soul in what she writes because she knows what they know, feels what they feel and has the gift to present it in words. God bless her. He has and he will.”

“Lainey goes, ‘I hate bullies. I’m going to go to his school and do show and tell and sing some songs and say what an amazing little guy he is… I can make a difference,’ ” Loba recalls. “She has just won [best country album], and the night after, she’s sitting there concerned about my nephew.”

Wilson is a people-pleaser by nature. Say something she agrees with and she looks straight at you, nods and says emphatically, “100%.” The effect is powerful — and that natural empathy has helped her connect with both fans and fellow artists. “Lainey is someone you can get in the foxhole with and get raw and real,” Jelly Roll says. “She is also a very grounded person, so if I’m ever overwhelmed, I know I can call her.”

Wilson attributes that down-to-earth sensibility to her upbringing, though she admits she has had to work to maintain it as her star has risen: “I have fought tooth and nail to make sure that I am doing the things that make me feel like me, [like] calling my family at home, checking to see how the farm’s going and see if Daddy has planted his crops, [checking in] on my nephews, hanging out with my boyfriend on the porch and those kinds of things.”

She went public with her relationship with former pro football player Devlin “Duck” Hodges at the 2023 ACM Awards, but otherwise vociferously protects the privacy of herself and those around her. In her personal life, too, Wilson has looked to Parton — who has spoken about the importance of keeping some things to yourself when you’re sharing so much else with the world — as a guide.

“I think that was probably [about] her husband,” Wilson says. “When it comes to mine and Duck’s relationship, there’s going to be some things that we can’t escape and people are going to say and do whatever, but me and him are on the same page about the less we put out there, the less that we’re going to have to deal with people making anything up and saying anything. We want to keep that as sacred as we possibly can between me and him, and so far, it has worked for us.”

Parton has faith in Wilson’s ability to navigate fame’s tricky waters. “In this business, as in any other, you have to sacrifice and compromise to get things done,” she says. “But I believe Lainey, like myself, will never sacrifice her principles and values for a dollar bill.”

Another icon, Brooks, has also encouraged Wilson. After winning CMA entertainer of the year, she anticipated naysayers who believed her ascent had happened too quickly and that even her own doubts would creep in, but Brooks helped silence that inner critic. “He said, ‘I feel like you’ve got the keys to country music and you’re going to be driving it for a while.’ And I was like, ‘Oh, Lord. I hope I don’t wreck this thing,’ ” she jokes. “But when somebody like him says that to you, it does make you feel like, ‘OK, yeah, that imposter syndrome can just go kick rocks.’ ”

With that mindset, it’s easy to believe Wilson can do anything — and to understand why, at the end of the day, she sees herself as a cowgirl: rough and ready, and hanging on to the rollicking ride she’s on. “Being a cowgirl is digging in. Getting up, dusting your jeans off and not being scared to get your hands dirty,” she says. “I’m from a long line of cowgirls.”

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