Complete Ontario Road Cycling Event and Race Guide

Ontario is home to a long list of road cycling events. There are plenty of Ontario cycling events to choose from, regardless of your skill level. Check out Ontario By Bike to find helpful local shops to enhance your experience with complete bike rentals, as well as a map of bicycle-friendly businesses, including accommodations, restaurants and pubs.

Bicycle Ontario is another great resource that provides more information about cycling clubs across the province, many of which organize recurring events like weekly group rides. Meanwhile, Ontario By Bike hosts two-day, self-guided and fully supported bike tours on some of Ontario’s most spectacular routes throughout the cycling season. Dates and destinations are available now. Also, don’t forget to check Ontario’s many great riding options on websites (and mobile apps) like AllTrails and BikeMap.

Here’s a month-by-month list of road bicycle races and events across Ontario.

May

4 Clarence Rockland Classic — This 85-kilometre race in Eastern Ontario includes a mix of gravel and paved roads. The ride passes through scenic rural woodlots and farm fields, just emerging from winter slumber.

10 Turas Mor — This great event in the scenic Grey Bruce community of Creemore is equal parts fun, quirky and serious. Options include a 20 km Cruiser event for recreational cyclists, tough 40- and 60-km gravel routes, and an 85-km road ride. Bonus points are awarded to those who have vintage, pre-1987 steel road bikes. The event is sponsored by Creemore Springs, a legendary Ontario microbrewery.

23-26 Canadian Tandem Rally — If you love riding a tandem bicycle, you’ll find plenty of companionship at this multiday event in Welland, near Niagara Falls. Route lengths range from 50 to 90 kilometres.

24 Heck of the North — Normally held the same day as Hell of the North, a gnarly mountain bike race, in 2025 Heck of the North will be held independently. This 70-kilometre route near Ballantrae, on the Oak Ridges Moraine north of Toronto, is perfect for dedicated roadies looking for a challenge.

24 Jack Ride — Group rides up to 125 km in Caledon in late May to raise funds for youth mental health.

25 Rotary Lilac Ride — Experience the renowned scenery of southeastern Ontario’s Prince Edward County on this ride from the community of Picton, on Lake Ontario. Options include 25-, 50- and 100-km routes.

26-June 1 7 Days in May — There are plenty of riding options along the scenic Lake Ontario shore of Toronto and the Golden Horseshoe in this weeklong fundraising event.

TBD CN Cycle for CHEO — Scenic cycling events starting at Ottawa’s Canadian War Museum in LeBreton Flats support children with cancer at the Children’s Hospital of Eastern Ontario. Bike routes range from 15 to 70 kilometres.

TBD Bike-A-Thon Plus — Ride around Cornwall, Ontario, to support the Children’s Treatment Centre.

TBD Tour Du Canada Century Ride — Cycle Canada’s weekend of road riding north of Toronto includes 100- and 160-kilometre options on quiet and scenic backroads.

NCC Weekend Bike Days — Sundays in Ottawa from late May to early September are all about cycling, with 50 kilometres of urban roadways in the National Capital Region closed to motor vehicles.

Friday Night Lights — Starting Friday nights in May and continuing all summer long, Windsor hosts biweekly rides to explore the city’s nightlife. These unique ride-n-dine socials have been called the “most colourful bike ride in Canada.” Follow @WindsorEats to learn more about dates and meeting places.

June

1 Bike for Brain Health Supporting Baycrest — Sign up to ride the Don Valley Parkway and Gardiner Expressway and support research, innovation, care and education in the study of aging and brain health. Some of Toronto’s busiest roadways are closed to vehicles to support 25-, 50- and 75-kilometre rides.

7 Bike The Creek — Peel Region hosts an all-levels bike ride exploring the natural and cultural heritage of Southern Ontario.

7-8 Manitoulin Passage Ride — There’s no better way to discover some of Ontario’s finest road biking on Manitoulin Island than with this two-day supported ride. Registration includes ferry crossing, meals and entertainment.

7-8 The Princess Margaret Ride to Conquer Cancer — Raise money to support research at one of Canada’s largest cancer centres and enjoy two days of cycling in the GTA.

9 Mental Health in Motion — This Newmarket-based event includes 25- and 60-kilometre rides as well as running and walking categories, all in support of Ontario’s first and only mobile mental health clinic for youth ages 12 to 25.

15-22 Alvar Cycle Tour – Experience all of Manitoulin Island’s renowned cycling routes on this one-week tour that covers up to 314 km. You’ll enjoy smooth and quiet country roads, fantastic rolling hills and encounter over 100 lakes, in a fully-supported, guided ride. Accommodations and meals are also included. Also running June 22 to 27.

21-22 Rideau Lakes Cycle Tour — This premier road riding event organized by the Ottawa Bicycle Club includes four different routes from Ottawa to Kingston, on some of the best road cycling routes in eastern Ontario.

22 Hairshirt Classic Double Century — This one-day ride is free for members of the Toronto Bicycle Network—but it involves a gruelling 322-kilometre road route from Mississauga to Niagara and back. Register at your own risk!

22 Tour de Guelph — Pick from 25-, 50-, 75- and 100-kilometre routes along the roads surrounding Guelph and discover the region’s fantastic scenery, while meeting new cycling friends.

22 WHEELS — Tour the stunning Niagara Escarpment on two wheels with options from 25 to 100 km, starting from the Kelso Conservation Area.

TBD Cycle for Sight – Raise money for the Foundation Fighting Blindness and enjoy scenic cycling routes and gourmet food, near Toronto.

TBD Manulife Heart & Stroke Ride for Heart — Experience the Gardiner and Don Valley Parkways traffic-free on this road ride in the Greater Toronto Area.

TBD Ride Don't Hide — Two weeks of cycling events in many Ontario communities raises funds and challenges the stigma of mental health.

TBD Tour de Mississippi Mills — The road riding in eastern Ontario is outstanding and this event near Ottawa includes 30-, 60-, 80- or 100-kilometre routes, centred on the quaint community of Mississippi Mills, a short drive from Ottawa.

TBD Greg’s Cycle for Kids — Come to Halton Hills in early June to participate in 50-, 100- or 140-kilometre road rides to support youth cycling initiatives.

June is Bike Month, and there are plenty of special events organized in Toronto and the Golden Horseshoe as well as the Eastern Ontario community of Mississippi Mills.

July

20 Healthy Parks Healthy People — Day entry is free at all Ontario Parks across the province, many of which have great cycling options.

26-27 MS Bike Grand Bend to London — For over 30 years, this 150-kilometre, two-day ride through the scenic countryside of Southwestern Ontario has been one of the most popular cycling fundraisers for multiple sclerosis research in Canada.

TBA Thunder Bay Cycling Club Race Series — This active club hosts regular race events during the summer that cater to cyclists of skill levels, as well as a weekly women’s road bike night.

August

3 Bluewater International Granfondo — Experience Southwestern Ontario’s Lambton County on this unique Granfondo in Sarnia, with route options ranging from 30 to 150 kilometres.

3-8 Friends For Life Bike Rally — Over 400 cyclists gather to ride the Great Lakes Waterfront Trail from Toronto to Montreal, raising funds for people living with HIV/AIDS.

8-15 Great Waterfront Trail Adventure — Explore the southwestern portion of the epic GWTA on this fully supported tour of paved, cyclist-friendly routes along the shores of Lake Ontario, Lake Huron and Lake Erie, spanning 680 km over 8 days of riding.

9 Northern Pass — Cycle paved roads through Muskoka’s rugged scenery and raise funds for the Princess Margaret Cancer Centre.

16-17 Dunnville Grand Tour — The Lake Huron shores of Haldimand County host something for all levels of road riders on this weekend event, with routes ranging from 25 to 100 kilometres.

16 Cycle Camelot — Support the Georgian Bay Cancer Support Centre on this friendly charity group ride out of Penetanguishene, on Lake Huron’s Georgian Bay.

16 Gran Fondo Lake Huron — Experience the Lake Huron scenery of Bruce County on this group Gran Fondo, starting in Southampton, Ontario and supporting the Saugeen Memorial Hospital Foundation.

16 3 Port Tour — This fully supported ride links waterfront communities in Elgin County, taking in the splendours of Lake Erie’s north shore. Three rides are available: 50 km, 100 km and 160 km.

23 Kawartha Lakes Classic — You’ll find plenty of road cycling options at this late-August Peterborough-based tour amidst the scenic Kawartha Lakes.

24 Tour de Bonnechere — The quiet Ottawa Valley town of Eganville hosts this family-friendly road cycling event in mid-August. Tours range from 20 to 100 kilometres, with spectacular views.

TBD Tour di Via Italia —This long-standing event is the oldest street race in Ontario, held in Southwestern Ontario.

September

6 Prince Edward County Gran Fondo — The pastoral landscape of Prince Edward County in Southeastern Ontario hosts 50-, 100- and 150-kilometre Gran Fondo rides.

7 Limestone Century Bicycle Tour — You’ve got three choices in this popular annual road riding tour starting in Kingston: 50 and 100 kilometres as well as a 100-mile route, all in support of the advocacy work of Kingston Cycle—and all in admiration of the great roads and scenery along the Frontenac Arch.

13 Tour the Hills — A friendly, one-day ride in Halton Hills explores the beautiful countryside of Ontario’s Green Belt.

20 Discover L&A Ride — This 58-kilometre ride through Eastern Ontario starts and finishes in the quaint, rural community of Bath.

21 The Healing Cycle Cycle Ride — This group ride in Mississauga supports hospice and palliative care throughout Ontario

TBD Moveathon Ride — Choose between 26-, 50-, 100- and 160-kilometre route options on this charity ride in York Region, near Toronto.

TBD The Growling Beaver Brevet — Sign up for a social ride in scenic Grey County, exploring communities in the Beaver Valley and along Georgian Bay with distances of 40 to 200 kilometres. Proceeds support Parkinson Canada.

TBD Thousand Island Gran Fondo — Choose from three distances on this ride along the Thousand Islands Parkway between Gananoque and Brockville.

TBD Tour Paramedic Ride – Join this 550-kilometre, fully supported road ride from Toronto to Ottawa. The event is all about supporting the essential role of paramedics, and it’s open to everyone.

TBD The HunTer Fondo — The HunTer Fondo is not just another charity ride; it’s a celebration of John Hunter, a legendary Ontario cycling enthusiast renowned for his challenging rides and getting people out riding. The annual HunTer Fondo takes place int he rolling hillsides near Peterborough and offers four distances.

TBD Tour de Headwaters — The Caledon Hills are the site of a fundraising ride suitable for all levels, in support of the Headwaters Health Care Foundation.

TBD Pedal for Portage — Centre Wellington plays host to road rides in the Grand River Valley, with proceeds supporting the Portage Centre for youth battling substance addiction.

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