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Tall Timber Music Festival

Tall Timber Music Festival

Grab Your Dancing Boots

Get ready to swap your ski boots for cowboy boots April 4-6, 2025 The Tall Timber Music Festival builds on last year’s Broken Hearts & Blackouts, with a fresh new name that pays homage to Sugarloaf’s history, while expanding our Americana music lineup.

All things country and Americana

Weekend Lineup

Free Après and Evening Shows in the Widowmaker

12-1:30pm

Henry Lowery

Lowery is a Maine native who plays an array of country and blues on his guitar.

3-6 pm

Silver Heels

Born in salty Southern Maine, Silver Heels is a folk rock band that has been making waves in the Portland music scene.

Silver Heels

7:45-8:25pm (doors open at 7:30pm)

Chase Winn

Chase Winn is a songwriter and performer from Western Maine whose style blends Folk, Country, and Blues influences to create an Americana sound reflective of the rugged, rural foothills and rivers where he resides.

Chase Winn

8:30-11 pm

Overserved Again

Overserved Again is a five-member country rock band known for their blend of country and rock, with catchy melodies, intricate harmonies, and driving rhythms bringing high-energy performances and palpable chemistry on stage.

Overserved Again

Free Après shows and Ticketed 21+ Evening Shows in the Widowmaker

Online ticket sales have ended. A limited number of tickets will be available to purchase at the door starting at 9pm.

12-1:30pm

Nick Casey

Hailing from Rhode Island, Nick Casey has been performing regularly throughout the Northeast region. His sound is inspired by the more traditional styles of country music, drawing influence from artists such as Johnny Cash and Waylon Jennings to create his own unique style.

3-6pm

Liz Frame and The Kickers

Boston-based singer-songwriter Liz Frame creates highly-original Americana music that is rootsy, rockin' and righteous music for all people!

Liz Frame and The Kickers

8:15-9pm (doors open at 7:45pm)

Stephanie Ryann

With a voice that cuts through the noise like a razor and a straight-shooting songwriting approach that tells it like it is, New England native Stephanie Ryann is staking her claim as one of country music’s boldest new voices.

Stephanie Ryann

9:15- 10:15pm

Louie Bello Band

Louie Bello is a Country/R&B singer-songwriter whose award-winning music is nationally recognized and can be heard in venues from Nashville to London.

Louie Bello

10:30pm-12:00am

12/OC

Renowned for their infectiously playful songs and unwavering dedication, 12/OC never fails to bring a unique and vibrant energy to every performance, leaving an indelible mark on the country music scene.

12/OC

Free Après Shows in the Widowmaker

11am-12pm

Henry Lowery

Lowery is a Maine native who plays an array of country and blues on his guitar.

1-2:15pm

"Broke Down" A Tribute to Slaid Cleaves

2:30-4 pm

Matt Newberg & The Hearts Of Gold

Weathered by salt and sea, Matt Newberg has been weaving his life and songs through the tall pines, rocky coast and granite mountains of Maine for over twenty years. Matt & Hearts Of Gold will be performing one set of Slaid Cleaves, the other set will be original music.

Matt Newberg

Saturday Tickets

Enjoy free all-age après and 21+ evening shows in the Widowmaker.

Tickets are required for Saturday evening shows. Online ticket sales have ended. A limited amount of tickets will be available for purchase at the door starting at 9pm.

Tall Timber Music Fest Logo
21 +

Saturday Only

Swap your ski boots for cowboy boots and enjoy live music from Stephanie Ryann, Louie Bello Band, and 12/OC Saturday in the King Pine Room. Online ticket sales have ended. A limited amount of tickets will be available for purchase at the door.

Skier on Gondi
Skier carving a turn on steep slope
Come for the trails

Stay for the party

Save big on three days of skiing and riding when you purchase a Sugarloaf Spring Ticket Pack. Enjoy three days of skiing and riding during the best time of the season for just $66 a lift ticket.

Explore now

Sugarloaf Hotel Winter
Condo winter
A Weekend to remember

Tall Timber Lodging Deal

Make it a weekend and spend the night in the Sugarloaf Mountain Hotel or Condo. Save up to 20% when you book two nights or more over the Tall Timber Music Festival. This deal cannot be combined with any other promotion or discount.

Use Promo Code: TALLTIMBER to book!

Book Now

Silver Heels
Chase Winn
Overserved Again
Liz And The Frame Makers
Stephanie Ryann
Louie Bello
12/OC
Matt Newberg
Nick Casey
Henry Lowery