Your backyard is filled to the brim with lore about your community just waiting to be uncovered. We have put together some of the best ways to find winter adventure whether you are at home or venturing out into the snow. Take a look at some of our favourite Ontario trails and tours available this winter. 

*Before planning your outing, be sure to check your local COVID-19 restrictions. Also check directly with organizers for guidelines, opening hours and trail conditions.

Markham Arts Council Heritage Walks

You might have seen this familiar street in the pilot of your favourite show Gilmore Girls, but before Stars Hollow there was Main Street Unionville. Discover refurbished railways to art galleries and heritage houses on this virtual walk.

Collingwood Heritage Walk

Collingwood is known for its beautiful natural sites that create great spaces to get sporty and find adventure. Many might not know that they also have a lively downtown space shaped by railways, shipbuilding, and agriculture. The Town of Collingwood has put together 3 heritage walks to explore. Take a look at their Heritage Walk West, Heritage Walk Downtown, and Heritage Walk East.

Lindsay Legends & Lore Walking Tour

Take a walk through town and uncover the community lore that lies just beneath Lindsay. From town halls that used to be opera houses and restaurants that used to be banks, there is lots to uncover in this accessible, online heritage tour. Start your journey here.

Historic Barn Quilt Trails

What’s a barn quilt you ask? No, they are not for keeping barns warm in the winter. Barn quilts tell the story and represent the identity of a farm and its history. From the comfort of your car you can explore beautifully designed barn quilts in over 17 Ontario communities. Take a look at the trail map online here.

Simcoe County Museum Skating and Snowshoeing Trails

If you’re looking for a unique outdoor arts and culture experience you are going to want to check out the Simcoe County Museum this season. Wintertime offers the unique experience of exploring the museum grounds while snowshoeing across the freshly dusted paths or gliding through their 1k skating trail that will take you through forest pathways and around the museum’s buildings. Keep up to date with trail opening hours and updates here.


Feature Image: An early postcard of Lindsay’s main street, courtesy of Kawartha Lakes Tourism Legends & Lore Walking Tour