Charity rides, big challenges, bike parties and bike shows across Toronto and the GTA, plus the regular rides that come back every week or month.
Want a club to ride with? Try our Cycling Clubs page.
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The fall edition of the Toronto Bicycle Show: a one-day sale where retailers clear out the season's stock, alongside tour companies and clubs. Next to TTC and GO, with free bike parking outside.
Nothing listed for November yet. Know of a ride? Let us know.
Nothing listed for December yet. Know of a ride? Let us know.
Nothing listed for January yet. Know of a ride? Let us know.
Nothing listed for February yet. Know of a ride? Let us know.
Nothing listed for March yet. Know of a ride? Let us know.
Ontario's spring gravel classic, run since 1994 and inspired by Paris–Roubaix: farm lanes, trails and gravel roads from Paris to Ancaster. Ridden by internationally known athletes and plenty of families too, with three distances.
Road and gravel group rides through the Caledon hills raising money for youth mental health through Jack.org.
A fully supported ride raising money for Baycrest's research and care for Alzheimer's and other dementias, starting and finishing at Exhibition Place, with four distances.
Canada's largest cycling fundraiser, formerly the Ride to Conquer Cancer: two days and 200+ km from Toronto to Niagara. In 2026, more than 4,800 riders raised a record $23.3 million for cancer research at Princess Margaret Cancer Centre. 2027 is the ride's 20th anniversary.
The Toronto Bicycling Network's one-day double century: 322 km on the road from Mississauga to Niagara and back. Free for members, if you're up for it.
Nothing listed for July yet. Know of a ride? Let us know.
A six-day, volunteer-led ride from Toronto to Montreal raising money for people living with HIV/AIDS through the Toronto PWA Foundation. More than 400 riders take part, and you can join for a single day from Toronto to Port Hope.
A month-long challenge from SickKids Foundation. Set a kilometre goal for August, ride wherever and whenever you like, and raise money for childhood cancer research. Open to all ages and fitness levels.
A one-day ride on Muskoka's back roads, starting and finishing in Bracebridge, from The Princess Margaret Cancer Foundation, the team behind Canada's biggest cycling fundraiser. Money raised goes to cancer research at Princess Margaret Cancer Centre.
Nothing listed for September yet. Know of a ride? Let us know.
Send us the date, time, meeting point and route, and we'll add it to the calendar. We'll also fix or remove a listing on request.
Free, drop-in rides that come back all season, from Critical Mass to the summer night rides.
A leaderless ride that fills the street with bikes to show how many people ride here. Toronto's meets at Bloor and Spadina on the last Friday of every month.
Kids and their grown-ups ride together on multi-use paths, quiet streets and bike lanes, with Cycle Toronto ride guides along the way. Part of an international movement for child-friendly, bike-friendly cities.
A rolling dance party from Markham After Hours and Markham Cycles. Riders light up their bikes and themselves, bring speakers (or sync to the leader's playlist with the Choons app), and follow a mapped route with pop-up dance stops. October's is a Halloween ride. Helmets and lights are required, and kids ride with a grown-up.
The original weekly night-ride crew: lights, sound systems and a slow, social roll through the city on summer nights. They also run a late-night art ride on Nuit Blanche from Queen's Park, where lit-up bikes and bike-friendly costumes are encouraged.
A group for rave-style night rides in Toronto, usually meeting Thursday evenings at Nathan Phillips Square from May to October. Every ride is posted in the group's Events section with a detailed route and pit stops.
Charity rides and big challenges almost always need you to sign up ahead of time, and some cap numbers or close registration before ride day. Community rides and night rides are usually drop-in: just show up at the start time. The event's own page will say which.
Social rides and night rides usually roll at an easy, chatty pace and stop to regroup. Charity rides often offer several distances, so pick one that suits you. If you're not sure, choose the shorter route.
Water, a snack, your phone, ID, and a lock if you'll stop anywhere. On longer rides, carry a spare tube and a pump or a basic repair kit. Dress in layers, because weather near the lake can change quickly.
After dark, Ontario requires a white front light and a red rear light or reflector, from half an hour before sunset to half an hour after sunrise. Helmets are required by law for riders under 18, and many organized events require them for everyone.
Most rides go ahead in light rain and are only called off for storms or unsafe conditions. Check the organizer's website, email or social media on the morning of the ride.
You register, often pay a fee, and commit to raising a minimum amount. That can be around $100 for a smaller city ride or several thousand dollars for a multi-day event. In return you usually get a marked route, rest stops, food and mechanical support.
Many events have a short or family route, and some are built for kids. Look for the "Kids welcome" tag, and check whether young riders need to ride with a grown-up.
Seasonal trail updates, new routes, Toronto cycling events, and important info about biking in the city. Sent when there's something worth reading.