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.
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.
7:45-8:25pm
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.
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.
Free Après shows in the Widowmaker and Ticketed 21+ Evening Shows in the King Pine Room
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.
12-3pm
Henry Lowery
Join us up at Bullwinkle's for live country music outside on the deck, weather permitting.
3-6
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!
7:45-8:25 pm
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.
8:30-9:30 pm
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.
10-11:30pm
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.
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.
Saturday Tickets
Enjoy free all-age après and 21+ evening shows on Friday in the Widowmaker. Purchase Tickets for Saturdays 21+ shows in the King Pine Room in advance.
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. This ticket is good for Saturday Night. Must be 21+ to enter
$30
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.
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!
