Upcoming Events: Fall and Winter 2026 in Collingwood and Grey County
Fall and winter 2026 are packed with live music, film, food and family events across Collingwood, Blue Mountains, Meaford and Grey County. Here is your guide to the best upcoming events in the region.
Music and Concerts
Trio Estonia in Concert
September 15
The acclaimed Estonian chamber trio performs an intimate evening of classical music in Grey County. A rare chance to hear world-class musicianship up close.
An Evening of Timeless Music with Eric Kidd
September 28
Singer and entertainer Eric Kidd brings an evening of timeless favourites to Collingwood. Classic songs performed live in an intimate setting.
Forever Seger
November 5
Celebrate the music of Bob Seger with Forever Seger at Meaford Hall. A high-energy tribute to one of rock and rolls greatest storytellers.
Dan Mangan
November 18
Juno Award winning singer-songwriter Dan Mangan brings his acclaimed live show to Meaford Hall. Indie folk at its finest.
Film, Arts and Literature
Banff Mountain Film Festival World Tour
October 5 to 6
The world renowned Banff Mountain Film Festival returns to Collingwood with the ICEFALL and MORAINE programs. Two nights of breathtaking adventure films.
CollingWord 2026 Literary Festival
November 7 to 8
CollingWord brings authors, readers and storytellers together for a weekend of readings, panels and workshops in downtown Collingwood.
Food and Drink
Orchard Untold
September 18
Step into a Grey County orchard for an evening of local food, cider and untold stories. A delicious taste of harvest season.
Cider and Spirits
October 2
Sample the best of local cider and spirits at this Grey County tasting event. Meet the makers and discover new favourites.
Grey County Cooking Workshops
November 30 to December 18
Hands on cooking classes across Grey County this season: Mastering Puff Pastry on November 30, Flatbreads and Spice Blending on December 4, Handmade Whole Grain Pasta on December 12 and Decorative Pie Workshop on December 18.
Community and Family
Meaford 9/11 Memorial Ceremony
September 11
The Meaford Fire Department hosts its annual 9/11 memorial ceremony to honour those who lost their lives. A time for reflection and remembrance.
Visit With Santa Claus
November 28
Bring the family to visit Santa Claus in Collingwood. Photos, holiday cheer and a perfect way to kick off the festive season.
Roxy Theatre 2027 Season
Roxy Theatre, Owen Sound
January to June 2027
The Roxy Theatre has announced a stacked 2027 season: Mudmen on January 16, Yuk Yuks Comedy on February 26, Reba and Dolly on February 27, Sultans of String on March 5, Hells Bells on March 6, An Evening with George Strait on March 13, Kenny Rogers on April 24, The Hip Machine on April 29, The Janzen Boys on May 1, The Angelique Francis Band on June 18 and Fleetwood Mac Mania on June 19. Tickets are on sale now.
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