Ontario By Bike Ride: Simcoe County Loop Trail

Join us summer 2026 for an Ontario By Bike Ride, weekend long, small group, self-guided and supported rides with hotel accommodations, meals and more included. Enjoy a group ride option or ride at your own pace using detailed maps and information provided. Click the links below for full details on each ride, route maps, daily ride itineraries, inclusions, accommodations, prices and how to book (details coming soon)

We make it easy – Just bring your bike and ride!

Total Distance: 173km

Discover the fantastic connected rail trails in Simcoe County on a leisurely three-day loop ride and a perfect itinerary for recreational riders to explore the area and see all there is to see trailside as well as in the towns and hamlets enroute. Featuring the well-maintained Uhthoff, Tay Shore and Tiny Trails, this ride will bring you alongside the rugged waterfront of Severn Sound in southern Georgian Bay, as well as to Lake Simcoe and Lake Couchiching. From the water, follow the trails through beautiful forests and countryside in the heart of Simcoe County, and enjoy hotels overnight in Orillia and Midland.