With tons of cool events happening in every part of the region in every season, you can plan your getaway around a unique festival or fair. From sporting events to live music performances, from foodie gatherings to art shows, from author readings to triathlons, discover the perfect event to suit your interests and make a vacation out of it.

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Severn Bridge Fall Fair

Severn Bridge Agricultural Society is proud to be hosting Canadian Country Music Star Jason Blaine on Saturday, September…

Severn Bridge Agricultural Society is proud to be hosting Canadian Country Music Star Jason Blaine on Saturday, September 6th, 2025. 5:00pm Gates open; Jason Blaine takes the stage at 6:00pm. Don't forget…

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Music on the Barge – The Yachty Boys

The Music on the Barge concert series is the largest outdoor concert series north of Toronto and draws…

The Music on the Barge concert series is the largest outdoor concert series north of Toronto and draws thousands of seasonal and permanent residents to the shores of Gull Lake to enjoy…

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Muskoka River X

2025 marks the 12th Season of Algonquin Outfitters Muskoka River X. Considered by some the most demanding single-day…

2025 marks the 12th Season of Algonquin Outfitters Muskoka River X. Considered by some the most demanding single-day paddling race in the world, River X returns to the fundamentals of Adventure Racing.…

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MAC Square Foot Exhibition

Muskoka Arts & Crafts are celebrating this fall and the beautiful Autumn colours in Muskoka with our annual…

Muskoka Arts & Crafts are celebrating this fall and the beautiful Autumn colours in Muskoka with our annual square foot exhibition. Pick-up some beautiful work at a set price. For complete event…

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Old Man Luedecke

Old Man Luedecke is the recording name of two time JUNO award winning and Polaris prize nominated singer…

Old Man Luedecke is the recording name of two time JUNO award winning and Polaris prize nominated singer songwriter Chris Luedecke. A multiple East Coast Music Award winner known for his high…

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Bracebridge Fall Fair event listing image

Bracebridge Fall Fair

Think that Muskoka shutters up after Labour Day? Think again! Consider a trip to Bracebridge to attend one…

Think that Muskoka shutters up after Labour Day? Think again! Consider a trip to Bracebridge to attend one of the most charming family events of the colourful season. For over 156 years,…

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Old Man Luedecke

Old Man Luedecke is the stage name of two-time JUNO Award winner and Polaris Prize-nominated singer-songwriter Chris Luedecke.…

Old Man Luedecke is the stage name of two-time JUNO Award winner and Polaris Prize-nominated singer-songwriter Chris Luedecke. Known for his high-energy banjo tunes, heartfelt ballads, and dry wit, he’s been crafting…

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Huntsville’s Harvest Feast

The Huntsville BIA is thrilled to invite you to the inaugural Huntsville’s Harvest Feast being held Saturday, September…

The Huntsville BIA is thrilled to invite you to the inaugural Huntsville’s Harvest Feast being held Saturday, September 13th, 2025 from 11am-8pm. Get ready as we transform the Main Street into a…

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Sandhill Nursery Fall Festival

Celebrate the season with us in the heart of Muskoka as we bring the grounds to life with…

Celebrate the season with us in the heart of Muskoka as we bring the grounds to life with live music, captivating street performers, delicious eats from the new Rusty Rake, and our…

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Ten Minute Masterpieces

Huntsville BIA & Eclipse Art Gallery present an art relay of musical chairs with Ten Minute Masterpieces on…

Huntsville BIA & Eclipse Art Gallery present an art relay of musical chairs with Ten Minute Masterpieces on September 13th from 12-2pm at Kent Park in Huntsville. Artists will start by painting…

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Introduction to Mushroom Identification & Foraging – Lake of Bays

An introductory class on how to identify wild mushrooms, mushroom ecology, and beginning steps in mushroom foraging. During…

An introductory class on how to identify wild mushrooms, mushroom ecology, and beginning steps in mushroom foraging. During this class, Laura Gilmour of Wild Muskoka will share with participants the fasinating ecology…

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Grand Muskoka Overnight Voyage

Muskoka’s steamship heritage is older than Canada. The first ship steamed Lake Muskoka in 1866. In 2017, we…

Muskoka’s steamship heritage is older than Canada. The first ship steamed Lake Muskoka in 1866. In 2017, we marked the amazing RMS Segwun’s 130 year history. She is North America’s oldest operating…

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Voices in the Village

Get ready for an unforgettable summer evening in the Village! Voices in the Village is a brand-new program…

Get ready for an unforgettable summer evening in the Village! Voices in the Village is a brand-new program series launching in 2025 to celebrate the rich arts, culture, and community spirit of…

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Huntsville Fall Fair

The 143rd Huntsville Fall Fair will take place September 29 – 21, 2025 at the Huntsville Fairgrounds. Enjoy…

The 143rd Huntsville Fall Fair will take place September 29 – 21, 2025 at the Huntsville Fairgrounds. Enjoy the midway, explore the exhibits, and experience live music showcasing amazing local talent all…

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Nursery Nights – A Garden Variety Improv Show

Sandhill Nursery is thrilled to welcome back Nursery Nights for another magical season! In partnership with our friends…

Sandhill Nursery is thrilled to welcome back Nursery Nights for another magical season! In partnership with our friends at Huntsville Festival of the Arts, we’ve curated an unforgettable lineup featuring incredible musical…

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