November in Simcoe County, Ontario: Community Events and Experiences You’ll Love

As the crisp air settles in and autumn’s golden hues give way to early winter tones, Simcoe County comes alive with cozy community events, festive markets, and opportunities to connect with local culture. Whether you’re a long-time resident or considering a move to this beautiful region north of Toronto, November offers a perfect blend of small-town charm and seasonal excitement.

Remembrance Day Ceremonies – November 11

Communities across Simcoe County gather to honour our veterans and those who have served. Local ceremonies take place in Barrie, Orillia, Collingwood, Midland, and many smaller towns. Attending a Remembrance Day service is a wonderful way to meet neighbours and feel connected to the region’s deep sense of community and pride.

Holiday Markets and Craft Fairs

The beginning of November marks the start of holiday shopping season in Simcoe County — and there’s no better way to experience it than by supporting local artisans and makers.

Highlights include:

• Carley Community Hall Christmas Craft Sale – November 1 in the Orillia area

• Christmas at the Orillia Farmers’ Market – Fridays, November 14, 21 & 28 at the Orillia Public Library

• Coldwater Mill Christmas Market – November 15 & 22, featuring handmade goods and live entertainment

These markets are ideal for finding one-of-a-kind gifts, enjoying festive treats, and connecting with local creators who make Simcoe County such a vibrant place to live.

Santa Claus Parades and Community Celebrations

Nothing marks the start of the holiday season like a small-town parade, and Simcoe County has plenty to choose from.

• Orillia Santa Claus Parade – November 22, 5 pm–7 pm, downtown Orillia
  Expect colourful floats, marching bands, and a magical atmosphere the entire family will love.

• Barrie Santa Claus Parade & Tree Lighting – Late November (date TBA), downtown Barrie
  This event transforms the city’s waterfront and downtown core with lights, music, and family-friendly festivities.

Parades are great opportunities to see local businesses, schools, and community groups in action — and they capture the warmth that makes Simcoe County communities special.

Local Workshops and Community Networking

If you’re someone who enjoys getting involved behind the scenes, check out the Festivals & Events Workshop hosted at Sainte-Marie among the Hurons in Midland on November 12.
It’s designed for event planners, volunteers, and local leaders, but newcomers and curious residents are welcome too. You’ll learn how community events come together — and how to participate in future ones.

Cozy November Experiences in Simcoe County

Beyond official events, November is one of the best months to enjoy the quieter side of the county before the rush of the holidays.

Try these local favourites:

• Explore downtown cafés and boutiques in Barrie, Orillia, and Collingwood.

• Take a scenic stroll along the North Simcoe Rail Trail or by the waterfront at Kempenfelt Bay.

• Visit a local brewery or winery — the region’s craft scene is thriving, and tasting rooms are less crowded this time of year.

• Discover Simcoe County’s history through heritage sites and museums that remain open year-round, such as the Simcoe County Museum and Sainte-Marie among the Hurons.

Thinking About Moving to Simcoe County?

For anyone considering a relocation, community events like these provide a genuine glimpse into local life. The region offers a mix of family-friendly neighbourhoods, outdoor recreation, and strong community spirit. From the farmers’ markets and school fundraisers to downtown festivals and lakeside walks, Simcoe County offers a lifestyle rooted in connection and balance.

November, in particular, is an ideal month to explore — you’ll experience the area without summer crowds, meet locals in their natural element, and get a real feel for what living here year-round is like.

Final Thoughts

This November, step outside, grab a hot drink, and see what’s happening around Simcoe County. Whether you’re wandering through a craft market, watching the first parade of the season, or taking in a quiet walk along a forested trail, you’ll quickly understand why so many people fall in love with this region.

Simcoe County isn’t just a place to live — it’s a community that welcomes you in.