Ontario By Bike Ride – September 2023

Explore more of Ontario by bike. Join us this summer for an Ontario By Bike Ride, weekend long, small group, self-guided and supported rides with hotel accommodations and more included.

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

Be sure to book early, with limited space all rides do sell out early.

Georgian Bay Collingwood Explorer

When: Saturday, September 23 to Sunday, September 24 – 2023
(2 days/1 night)

Total Distance: 80km or 120km

The Ride: From Collingwood and the Blue Mountains, explore the natural beauty of southern Georgian Bay and discover why this area is so popular with cyclists and all season outdoor adventurers. Never far from the blue water views of the Bay, the jagged cliffs and greenery of the Niagara Escarpment, sample the local flavours, visit heritage town centres and artisans’ galleries, on peaceful off road trails and looped routes that include country road returns on this weekend long ride.

Experience Level and Ride Guide: Easy to more moderate and challenging. Pick from an easier option well suited to more casual riders that includes off road unpaved trails and short gravel country roads segments. Or slightly longer loops that include off road trail and returns on quieter paved roads, with some elevations. Suitable for hybrid, gravel, mountain bikes, and road bikes with wider tires. Enjoy a group ride option or ride at your own pace using detailed maps and information provided.

Try an Ebike Rental: We have partnered with Georgian Trail EBike Rentals to offer you this opportunity to rent an ebike for this ride, either for full weekend or single day. Contact them directly for more info and to reserve an ebike.

View Digital Routes:
Day 1 – Ridewithgps.com/routes/44246473 – 60km (trail & road)
Alternate – Ridewithgps.com/routes/44246927 – 40km (trail only)
Day 2 – Ridewithgps.com/routes/44246475 – 60km (trail & road)
Alternate – Ridewithgps.com/routes/44246944 – 40km (trail & road – shorter, or trail only)
* Route subject to change
** Note – We have recently changed the above links, switching accounts so that you can navigate these routes without a paid Ride with GPS account

This ride is now SOLD OUT. Email us at booking@transportationoptions.org to get on our waitlist to secure a spot in the event of a rider cancellation. In your email, include your name, number you are booking for and room type preference. 

Price: $309pp (based on double occupancy); $389pp (single); $289 (triple); $269 (quad).

What’s Included: 1 night hotel accommodations; 1 breakfasts and 2 lunches; snacks and hydration stops; parking; support SAG van; ride ambassadors; group social; detailed route maps.

Terms & Conditions: Please review information on cancellation policy, health and safety precautions and waiver required HERE.

Book Here

Ontario By Bike/Transportation Options

Day 1: Collingwood to Thornbury – 40km or 60km

Pedal on the delightful Georgian Trail and enjoy the views of the Niagara Escarpment, Blue Mountain and the sparkling waters of Georgian Bay. With a number of waterside and beach access points along the way, including Craigleith Provincial Park, take a slow roll into the pretty town of Thornbury. Visit the trailside cidery and unique shops downtown before lunch and the afternoon ride. Return on roads that loop through Clarksburg and its galleries, Heathcote and the Blackbird Pie Co and past the Georgian Hills Vineyard. Pull into Blue Mountain Village for refreshments before circling back to Collingwood. Alternatively, trail lovers may opt to extend the ride to Meaford and or simply return to Collingwood using the trail. Explore downtown Collingwood from overnight accommodations at the well situated Comfort Inn & Suites.

Day 2: Collingwood to Stayner to Creemore – 40km or 60km

Follow the waterfront trails and parks to the iconic old Collingwood train station and museum. Connect on to the Clearview Collingwood Train Trail for an easy ride through forested lots and past rolling pastures with the ever-present Escarpment backdrop. From near the trail terminus in Stayner, pedal onto the quiet country roads and into Creemore to enjoy lunch in this charming village. Sample some treats from the local bakery or visit Creemore Springs Brewery and enjoy some downtime on a patio. Loop back to Collingwood, and coast downhill for 20km on road connecting back to the Train Trail to end a spectacular ride weekend exploring the Georgian Bay and Collingwood area.

Additional Visitor Information:
Use below to find out more about ride areas and plan an extra day or two to see more.

Getting To / From Start:
Collingwood is located approximately 1 1/2 to 2 hours north of Toronto.

Arriving Early / Staying Late:
Consider an overnight option at one of Ontario By Bike’s certified bicycle-friendly accommodations in Simcoe County or Grey County.

Photo credit: Tourism Simcoe County & Destination Ontario & Ontario By Bike

For More Information Contact:

Ontario By Bike
Phone: 416-827-2772 / 1-866-701-2774
Email: booking (at) ontariobybike.ca

Presented in Partnership With:


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See our other 2023 Ontario By Bike Rides