Willow Wonderland: Holiday Market 3.0
Willow Springs Winery 5572 Bethesda Rd, Stouffville, ON, CanadaWith over 4,000 guests in attendance last year, this dog-friendly holiday event will have even more tails and toasts than last year!
45th Annual Victorian Tea
Whitchurch-Stouffville Museum and Community Centre 14732 Woodbine Ave, Whitchurch-StouffvilleA delicious taste of Christmas past, featuring a traditional catered tea and a festive tour of the Museum's buildings.
Village of Stouffville Ladies’ Night
Village of StouffvilleLadies’ Night on Main Street November 19 | 5:00 PM – 8:00 PMIn The Village of Stouffville Grab your friends and get ready for a fabulous evening of shopping, dining, […]
Holiday Market
6240 Main St. 6240 Main St., Stouffville, ON, CanadaCelebrate the holidays with our largest winter event of the season happening November 21-22, 2025! The event will feature a local artisan vendor marketplace, magical lighting displays, food and beverage, Santa Claus, and more. In addition, live musical entertainment will happen throughout the weekend. All taking place on Main Street!
SLIME DOGS at Harmony Hall
Harmony Hall 14663 WOODBINE AVE, Vandorf, ONCome party with the Slime Dogs as they take over one of the coolest venues around — Harmony Hall — and kick off the holiday season early!
Holiday Market
6240 Main St. 6240 Main St., Stouffville, ON, CanadaCelebrate the holidays with our largest winter event of the season happening November 21-22, 2025! The event will feature a local artisan vendor marketplace, magical lighting displays, food and beverage, Santa Claus, and more. In addition, live musical entertainment will happen throughout the weekend. All taking place on Main Street!
Sin Bin Comedy @ Muddy York Brewing Co.
Muddy York Brewing Co 50 Innovator Ave Unit #1, Stouffville, CanadaEnjoy a night full of laughs at Muddy York Brewing Co in Stouffville, with the hilarious Scott Belford, Saturday November 22nd!
Trivia Night 19+
Lebovic Centre for Arts & Entertainment - Nineteen on the Park 19 Civic Avenue, StouffvilleA full-service, fun Trivia Challenge event at 19 on the Park with your friends to take home bragging rights! Prizes for trivia champions and raffle draws throughout for more excitement! This is a 19+ event with snacks and alcohol service available for purchase on-site. Team play is preferred.
Trail of Treasures at Bruce's Mill
Bruce's Mill 3291 Stouffville Rd, Stouffville, Ontario, CanadaJoin us for a family treasure hunt like no other at Bruce's Mill. Explore the beautiful trails and work together to search for the hidden treasure using a map, riddles, and clues. Our treasure hunt will take you on a journey through the outdoors where you'll discover unique natural wonders, and maybe even some beautiful birds. Bring your hiking shoes (or winter boots) and a sense of adventure!
Trail of Treasures at Bruce's Mill
Bruce's Mill 3291 Stouffville Rd, Stouffville, Ontario, CanadaJoin us for a family treasure hunt like no other at Bruce's Mill. Explore the beautiful trails and work together to search for the hidden treasure using a map, riddles, and clues. Our treasure hunt will take you on a journey through the outdoors where you'll discover unique natural wonders, and maybe even some beautiful birds. Bring your hiking shoes (or winter boots) and a sense of adventure!
