Tall Pines Music & Arts Festival

Tall Pines Music & Arts Festival Discover the magic of summer at Tall Pines—Ontario’s favourite Muskoka-born music and arts festival!

This two‑day celebration brings together top-tier live music, local art, mouth-watering eats, and a wholesome, family-friendly vibe.

Like sirens calling from an ancient shore, the haunting three-part harmonies of Jessica Pearson & The East Wind will bin...
06/17/2026

Like sirens calling from an ancient shore, the haunting three-part harmonies of Jessica Pearson & The East Wind will bind you in a timeless folkloric spell. Alchemizing roots, classic country, Americana and Celtic soundscapes, the trio spin tales of outlaw heroics, matriarchal power, resistance and resilience, and the unrelenting beauty of becoming who you are. With a “Performing Artist of the Year” win at Folk Music Ontario Awards 2025 and an upcoming two-part album produced by JUNO-winner Hill Kourkoutis and featuring an all-women team, JPEW is rising up to offer a powerful musical battle cry against the status quo.

Join us on Friday, July 17, 2026 to welcome Jessica Pearson&the East Wind to Muskoka!

Zachary Lucky is unapologetically old-school country, armed with a husky, baritone voice. The Grandson of Canadian Count...
06/17/2026

Zachary Lucky is unapologetically old-school country, armed with a husky, baritone voice. The Grandson of Canadian Country Music pioneer Smilin’ Johnnie Lucky, Zachary often receives comparisons to songwriters such as Gordon Lightfoot and Kris Kristofferson. He sings of Canadian places and people as knowingly as he might Townes Van Zandt or the Rio Grande. It’s a relatable show on many levels, and conjures universal feelings that have passed through our collective timelines. Already hailed as a master storyteller by outlets ranging from No Depression to The Globe and Mail, Zachary is becoming a legend in his own right and has safely reserved his spot at the table of Canadian roots royalty.

Join us on Saturday, July 18, 2026 to welcome Zachary Lucky to Muskoka!

AVIV’s style of vintage visuals and background distortion is like getting lost in an ambrosial daydream, and that’s exac...
06/17/2026

AVIV’s style of vintage visuals and background distortion is like getting lost in an ambrosial daydream, and that’s exactly what she intends while co-producing each track. Using a combination of grade-school-inspired props and an array of instruments in her live set, her sound takes simple pop beats and layers them with breezy, well-developed vocals to create perfectly arranged, uncluttered ballads.

Join us on Saturday, July 18, 2026 to welcome AVIV to Muskoka!

With a voice like a soaring instrument, unflinching lyricism, and a swaggering live show shaped by years on the road, Sk...
06/11/2026

With a voice like a soaring instrument, unflinching lyricism, and a swaggering live show shaped by years on the road, Skye Wallace is a force on a mission to celebrate life and welcome everyone in on the immersive experience. 

We had the honour of having skye wallace play the very first Tall Pines back in 2022. On Saturday, July 18, 2026, we are so happy to welcome her back to Muskoka on the UnpluggedNorth stage for our 5th Anniversary!

Brothers Wilde are a rising force in Canada’s country-rock scene, two Indigenous brothers from Kettle and Stony Point Fi...
06/11/2026

Brothers Wilde are a rising force in Canada’s country-rock scene, two Indigenous brothers from Kettle and Stony Point First Nation whose raw vocals, honest songwriting, and electrifying live performances have carved out a sound that’s entirely their own. Inspired by the grit of Chris Stapleton, the groove of Brothers Osborne, the edge of Eric Church, and the fearless creativity of Sturgill Simpson, Brothers Wilde blend storytelling and soulful rock energy into a style that hits as hard as it feels.

Since forming in 2018, the duo has taken their music across the country, touring from the rugged beauty of British Columbia to the northern expanse of Nunavut, and all the way down to the heart of Tennessee. Last year the brothers won the FCLMA Songwriter of the year which followed their 2024 FCLMA Country Artist of the year win.

Brothers Nolan & Ethan are proud of their past but hungry for their future.

Join us on Saturday, July 18, 2026 to welcome Brothers Wilde to Muskoka!

Odds explore new and exciting musical directions while retaining the same darkly ironic signature that has earned them a...
06/04/2026

Odds explore new and exciting musical directions while retaining the same darkly ironic signature that has earned them a place in the hearts of listeners for over three decades.

Founded in Vancouver, B.C. in 1987, Odds burst onto the recording scene in 1991 with their rambunctious, self-produced major label debut, Neopolitan. Their 1993 Gold-selling followup, Bedbugs, featured the iconic single “It Falls Apart” and they continued a run of successful and critically acclaimed releases including 1995’s Platinum-selling Good Weird Feeling, and the 1996 album Nest, featuring the hit singles “Someone Who’s Cool” and “Make You Mad.” In the years since their 2008 release, Cheerleader, they have continued to release EPs (compiled on their 2013 release, Universal Remote) while taking frequent detours into film and television music for the likes of The Kids In The Hall, and Brent Butt (Corner Gas). 

And now, Odds are thrilled to finally unveil a brand new album, Crash the Time Machine. 

Join us on Saturday, July 18, 2026 to welcome to Muskoka!

Michaela May is a Scottish-born, Toronto-based singer-songwriter carving her own lane in country music. Known for infect...
06/04/2026

Michaela May is a Scottish-born, Toronto-based singer-songwriter carving her own lane in country music. Known for infectious melodies, emotionally honest songwriting, and a rebellious cinematic edge, she blends vivid storytelling with a bold, contemporary perspective.

Her upcoming album was recorded at Nashville’s iconic Blackbird Studios, bringing together raw emotion, soaring hooks, and fearless storytelling.

From heartbreak and defiance to societal frustrations and moments of sharp humour, Michaela’s music is vulnerable, self-assured, and unapologetically human. With a distinctive point of view, she’s quickly establishing herself as one of the most compelling voices in country music.

Join us on Saturday, July 18, 2026 to welcome to Muskoka!

Noah Derksen is one of Canada’s most distinctive voices—a singer-songwriter whose luminous blend of folk, country, and i...
06/04/2026

Noah Derksen is one of Canada’s most distinctive voices—a singer-songwriter whose luminous blend of folk, country, and indie defies easy categorization. Emerging from the Winnipeg indie scene, Noah was a finalist in SiriusXM’s Top of The Country competition and named Canadian Folk Music’s Emerging Artist of the Year. His fourth album, Mercy on the Skyline(2026), explores the everyday life in motion, with grounded songs that find mercy amid heartbreak. With his intimate yet soaring voice and fearless sincerity, Noah’s music illuminates the space where folk, country, and indie meet.

Join us on Saturday, July 18, 2026 to welcome to Muskoka!

Hawksley Workman is a JUNO Award-winning and Gold Record certified singer-songwriter and multi-instrumentalist. Since hi...
06/02/2026

Hawksley Workman is a JUNO Award-winning and Gold Record certified singer-songwriter and multi-instrumentalist. Since his ground-breaking self-produced indie debut For Him and The Girls (1999) through to chart-topping singles of 2020, Hawksley has careened between major label international smash hits to Canadiana soaked indie releases.  Boasting a catalogue of 17 solo records, Hawksley’s genre defying style strings together folk, chart pop and irrepressible cabaret. His show-stopping vocals on songs about weather, love, heartbreak and tales of end-times have garnered him a league of devoted fans.
 
Performing over a thousand shows worldwide, Hawksley has headlined prestigious venues like Massey Hall and The Olympia in Paris. For a uniquely Canadian artist Hawksley has built loyal fan bases in the UK, France, Norway and Australia launching many successful tours, demystifying and delighting fans while drawing on an enviable catalogue of mischievous favourites, glammy stompers and heartfelt hymns to small town Canada.

Join us on Friday, July 17, 2026 to welcome home to Muskoka!

How did y’all like the new stage on the barge? This guy loved it…
08/27/2025

How did y’all like the new stage on the barge? This guy loved it…

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Gravenhurst, ON

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