Special Events
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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MAC on Main Holiday Market
This holiday season Muskoka Arts & Crafts will transform our space into a beautiful maker market that you…
This holiday season Muskoka Arts & Crafts will transform our space into a beautiful maker market that you can continuously shop well holiday season. We can't wait to announce who all our…
Songs & Stories
Songs & Stories, hosted by Sean Cotton featuring Christina Hutt & James Gray. Tuesday, December 9, 2025Bar Opens…
Songs & Stories, hosted by Sean Cotton featuring Christina Hutt & James Gray. Tuesday, December 9, 2025Bar Opens at 6:30 PM; Entertainment at 7 PMAdmission: $10 at the door (suggested minimum) Cash Bar…
Tim Baker
Tim Baker On Tour This Christmas: Small Halls and Holiday Songs, with opener Rachel Bobbitt. Thursday, December 11,…
Tim Baker On Tour This Christmas: Small Halls and Holiday Songs, with opener Rachel Bobbitt. Thursday, December 11, 2025Doors open at 7:00 PM; Show begins at 7:30 PMTickets: $45 plus applicable fees…
A Charlie Brown Christmas
A Charlie Brown Christmas, presented by the Sullivan-Parker-Kettlewell Trio. Friday, December 12, 2025Doors open at 6:30 PM; Show…
A Charlie Brown Christmas, presented by the Sullivan-Parker-Kettlewell Trio. Friday, December 12, 2025Doors open at 6:30 PM; Show begins at 7:00 PM Sullivan-Parker-Kettlewell Trio performs the beloved award-winning 1965 album soundtrack, A…
How The Grinch Stole Christmas!
Discover the magic of Dr. Seuss’ beloved holiday classic as it comes to life on stage! Follow the…
Discover the magic of Dr. Seuss’ beloved holiday classic as it comes to life on stage! Follow the mean and scheming Grinch, whose heart is “two sizes too small,” as he sets…
Yuk Yuk’s Comedy Night
Get ready for an evening of big laughs at Sherwood Inn as Yuk Yuk’s brings top Canadian comedians…
Get ready for an evening of big laughs at Sherwood Inn as Yuk Yuk’s brings top Canadian comedians to the stage. Enjoy a night of sharp wit, hilarious stories, and delicious dinner…
Jann Arden
Celebrate the holidays with Alberta’s own Jann Arden as she puts her unique spin on the classics you…
Celebrate the holidays with Alberta’s own Jann Arden as she puts her unique spin on the classics you know and love, featured on her 2015 release ‘A Jann Arden Christmas’. Arden is…
Huntsville Holiday Lights Bus Tour
Enjoy a festive bus tour of Huntsville’s lights, Belgian hot chocolate, and Sandhill’s Forest of Light. Offered for…
Enjoy a festive bus tour of Huntsville’s lights, Belgian hot chocolate, and Sandhill’s Forest of Light. Offered for two evenings only, Thursday December 18 and Friday December 19, the Huntsville Holiday Lights Tour…
See The Joy
Celebrate the season with See the Joy, the Muskoka Men of Song’s beloved annual Christmas concert at the…
Celebrate the season with See the Joy, the Muskoka Men of Song’s beloved annual Christmas concert at the Rene Caisse Theatre! This festive evening features performances by Muskoka’s MenFolk, the Makin’ Waves…
Portage Flyer Christmas Train
Super-magicated is the word we use to describe this fun community event! The Portage Flyer locomotive and authentic…
Super-magicated is the word we use to describe this fun community event! The Portage Flyer locomotive and authentic coaches have a thousand lights. Once on board, you will gently ride alongside the…
Torchlight Parade at Hidden Valley Highlands Ski Area
On December 24th from 5-7pm, experience the magic of the torchlight parade at Hidden Valley Highlands Ski Area.…
On December 24th from 5-7pm, experience the magic of the torchlight parade at Hidden Valley Highlands Ski Area. Meet Santa and snap a photo for just $5. Enjoy complimentary cookies and hot…
NYE at Sherwood
Ring in the New Year at Sherwood Inn! Join us for a two-night celebration featuring a decadent New…
Ring in the New Year at Sherwood Inn! Join us for a two-night celebration featuring a decadent New Year’s Eve dinner, a sumptuous breakfast buffet, and live entertainment to welcome 2026 in…
Canvas Wedding Show
Getting Married? Join us January 10th from 12pm-5pm for a day of wedding inspiration. Free entry! Meet an…
Getting Married? Join us January 10th from 12pm-5pm for a day of wedding inspiration. Free entry! Meet an amazing lineup of vendors - including Djs, florists, photographers, caterers, officiants and more- all…
Muskoka Loppet
The Muskoka Loppet is a classic cross-country race for all ages and abilities hosted by Arrowhead Nordic. For…
The Muskoka Loppet is a classic cross-country race for all ages and abilities hosted by Arrowhead Nordic. For complete event details please follow the link provided.
Fire & Ice Festival
Fire and Ice is set to return! Join us on January 31st, 2026. The "FIRE" features include performances…
Fire and Ice is set to return! Join us on January 31st, 2026. The "FIRE" features include performances by talented fire artists and a spectacular fireworks display. Warm up around the many…