The holiday season is in full swing in Simcoe County, and this weekend is brimming with exciting holiday events to ignite your festive spirit. From enchanting Christmas celebrations and magical tree farms to vibrant Caribbean festivals and artisan markets, there’s something for everyone to enjoy. Here’s your guide to the top holiday events happening this weekend in Simcoe County!
Creative Simcoe Street Christmas
Location: Blue Mountain Foundation for the Arts 65 Simcoe Street, Collingwood
Date: Saturday, December 7
Immerse yourself in the holiday spirit at the Creative Simcoe Street Christmas, a festive celebration of arts, music, and community in Collingwood’s vibrant arts district. Hosted by local artists, businesses, and organizations, this family-friendly holiday event offers open studios, live music, and a stunning array of fine art and handcrafted gifts perfect for holiday shopping. Explore venues like Studio Ciel, The Tremont Studios, Misfits Bodega, Fleetwood Dance Studio, Black Bellows, and the Blue Mountain Foundation for the Arts.
Drysdale’s Tree Farm
Location: 6635 County Road 56, Egbert, Ontario
Date: November 16 – December 22
Experience the winter magic at Drysdale’s Tree Farm, a fourth-generation family farm that creates cherished holiday memories. Stroll through acres of fresh Christmas trees, enjoy the jingle of horse-drawn wagons, and breathe in the crisp winter air filled with the scent of evergreens. Children can look forward to a smile and a visit from old Saint Nick himself. Since 1945, Drysdale’s has been a cherished holiday tradition, offering an authentic farm experience that embodies the season’s spirit.
Caribbean Winterland Festival
Location: Blue Mountain Village
Date: December 6 – December 8
Add some tropical flair to your holiday season at the Caribbean Winterland Festival! In partnership with the Toronto Caribbean Carnival, Blue Mountain Village transforms into a vibrant holiday event featuring parang, soca, tassa, steelpan, and an abundance of holiday cheer. Don’t forget to wear your carnival costume pieces and display your festive spirit at this unique holiday event!
Live Music at The Rec Room
Location: The Rec Room, Barrie
Date: Friday, December 6 & Saturday, December 7
Enjoy a musical event at The Rec Room every Friday and Saturday evening! This weekend features performances by Gabe Salem and the Rick Robichaud Band. Gabe Salem brings a unique finger-picking style developed during a tour in Brazil, covering the top 40 favourites spanning four decades in his distinctive fashion. The Rick Robichaud Band will entertain with lively covers that will get you moving!
Spice Holiday Market
Location: Southshore Centre, Barrie
Date: December 6 & December 7
Discover unique, handcrafted gifts at the Spice Holiday Market, a two-day holiday event celebrating community and creativity. Browse a curated selection of local artisans and crafters showcasing their one-of-a-kind creations! Enjoy the festive atmosphere with a hot chocolate trailer on-site and the chance to receive surprise swag bags each day.
This weekend is overflowing with holiday events that capture the magic of the season in Simcoe County. Whether you’re exploring artistic treasures at the Creative Simcoe Street Christmas, creating family memories at Drysdale’s Tree Farm, or dancing to Caribbean rhythms at the Winterland Festival, there’s no better time to embrace the festive spirit.
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