Ontario Cycling Events You Should Add to Your Bucket List

Road cycling, mountain biking, BMX, gravel, cyclecross, and more – if it’s on two wheels, it’s on the list.

Update Coronavirus (COVID-19): Due to the Coronavirus, official measures are in effect that impact events as well as travel to and within Ontario. Learn more here

In response to recently announced government restrictions on gatherings, many of these events are postponed and/or cancelled. For updates please check the event websites or social pages by clicking on the links below. 

If you’re a cycling enthusiast, there’s nothing better than spending a weekend, or longer, with a whole bunch of other cycling aficionados. And one of the best things about cyclists is that they are a welcoming and friendly bunch. So if you’re new to the sport—or just want to try something different for a couple of days—you could end up making some lifelong friends on this year’s Ontario cycling events.

Below, you'll find a list of the best cycling events in Ontario. Some of the event dates have not yet been determined (TBD) but this page will be updated frequently, so bookmark it and check in for new details.

Ontario Cycling Events 2021

February - Ontario Cycling Events 2021 

TBD Wendigo Fat Bike Ultrafatbike — Not for the faint of heart, this fat bike event near the eastern Ontario town of Cobden includes 50-, 100- and 150-km divisions, with riders tackling the trails of Whitewater Township. The event is hosted by Whitewater Brewing’s Lakeside brewpub.

TBD Fat Bike the Soo — The Ontario Winter Carnival in Sault Ste. Marie includes an all-levels fat bike ride, starting at Bellevue Park. Pick up rentals and learn more about the emerging cycling scene at Velorution.

TBD Fat Bike Race 1, Shuniah — Check out some of Thunder Bay’s best fat biking at the first in a series of events hosted by the Black Sheep Mountain Bike Club. Bike rentals are available at Rollin’ Thunder.

TBD Fat Bike Race 2, Mount Baldy — The second installment of Black Sheep’s Thunder Bay fat bike race series tackles the terrain at Mount Baldy.

TBD BORCA Fat and Frosty — This all-levels fat bike event explores the Ironwood Hills trails in Pembroke, part of the scenic Ottawa Valley. Grab a rental bike from Gearheads in nearby Petawawa, Ontario.

March - Ontario Cycling Events 2021 

5 - 7 Toronto Bicycle Show and E-Bike Expo — Find your next ride at the International Centre in Mississauga

TBD Cannondale Ontario Fatbike Series Final — The world-class trails at Barrie’s Hardwood Ski and Bike play host to this late winter classic. Rentals are available on-site.

TBD Fat Bike Race 3 Mount Baldy — Back to Baldy for the third race in Black Sheep Mountain Bike Club’s Thunder Bay fat bike series.

BORCA Fat and Frosty — Another fat bike festival in the Ottawa Valley hosted by BORCA Trails and the Whitewater Brewing Company’s Riverside Brewpub in Foresters Falls.

Sleeping Giant Loppet — In conjunction with northwestern Ontario’s largest nordic ski event, come to Sleeping Giant Provincial Park for a friendly fat bike race on some of Thunder Bay’s finest trails. Bike rentals are available at Rollin’ Thunder.

TBD Stokely Creek Fat Bike — The Sault Cycling Club hosts this all-levels group ride in Goulais River, just north of Sault Ste. Marie. This is your chance to ride the famous nordic ski trails (and frozen lakes) of Stokely Creek Lodge. Rentals are available from Velorution. The date is weather-dependent.

April - Ontario Cycling Events 2021 

TBD - Slush Fest Fat Bike Festival — Haliburton’s Sir Sam’s Ski and Ride celebrates the end of winter with a fun-filled day of fat biking in central Ontario. Demos and rentals are available from Algonquin Outfitters on site.

TBD - Paris to Ancaster Race — Sign up for Canada’s spring cycling classic in southwestern Ontario, with 20-, 40 and 70-km course options, with gravel, farm lanes and trails, all finishing in Ancaster. The event supports Hamilton’s St. Joseph’s Healthcare.

TBD - Great Ride 'n' Stride — This Canadian Cancer Society fundraiser includes non-competitive, pledge-based road rides in the quiet southwestern Ontario communities of Blandford Blenheim, Tillsonburg, Burlington and Woolwich.

May - Ontario Cycling Events 2021 

Mountain biker on banked trail in forest
Celebrate singletrack, Sudbury-style

8 - The Mother Ride — Kingston-based, all-levels group rides in Frontenac and Lennox-Addington counties raise funds for Interval House.

Epic 8 Hour — The Mansfield Outdoor Centre west of Barrie hosts this mountain bike relay on a 10-km course. Camping is available, as well as a kids’ event.

30 Rotary Lilac Ride — Experience the renowned scenery of southeastern Ontario’s Prince Edward County on this ride from the community of Picton.

TBD Ontario By Bike Ride — Ontario By Bike hosts two-day, self-guided and fully supported bike tours on some of Ontario’s most spectacular routes. May, June, August and September dates and destinations are announced in February.

TBD - The Weekender — Register for this new group road ride from Barrie to Midland and back, with distances ranging from 181 to 349 km. Meals are included; optional services include a shuttle bus from Toronto, luggage transfer and accommodations.

TBD - CN Cycle for CHEO — Events 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 km.

TBD - BORCA Spring Chicken — This mountain bike event in Cobden celebrates Renfrew County’s outstanding mountain bike trails with 28- and 60-km races.

TBD - Gravel Road and Beer Sampling Clinic — This clinic in Creemore, Ontario, is a great opportunity to discover riding techniques for gravel roads, loose climbs and bumpy descents. Be sure to sample a beer at Creemore Springs Brewery when you’re done.

Hell of the North — Sign up for this 90-km spring cyclocross classic in Ballantrae, near Stouffville, if you’re looking to suffer on a tough course with difficult terrain. A shorter Heck of the North option is suitable for road bikes. 

TBD Mini Go Ride — This friendly ride in Neebing, near Thunder Bay, supports Bikes for Humanity.

TBD Spring on the Trail — Support the the 127-km Guelph to Goderich Rail Trail on this all-levels ride.

TBD Clarence-Rockland Classic Ride with Kendall — This 85-km citizens race in eastern Ontario includes a mix of gravel and paved roads.

TBD Ride for the Rouge — A donation and pledge-based cycling fundraiser for Toronto’s Rouge Valley Conservation Centre.

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

TBD Jim Walsh Bike Ride for Kids with Cancer – Ride up to 80 km on Brantford’s rail trail in this family friendly event for a good cause.

TBD Ride of Silence — Cyclists in Niagara gather for a silent, slow-paced ride starting at 7 pm in honour of those who have been injured or killed while riding on public roadways.

TBD Sault Cycling Club Trails Fest — A long-weekend of riding celebrates the Soo’s emergence is a cycling destination, with a full slate of events including an urban ride on the paved Hub Trail, a wilderness mountain bike experience in Batchawana, and demo day at the Sault Cycling Club trails at the Hiawatha Highlands. Pick up a rental bike at Velorution or Algoma Bicycles.

TBD Creemore Springs Turas Mor — Bring your cyclocross steed for this challenging 61-km gravel ride through scenic Clearview Township.

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

TBD Tour Du Canada Century Ride — Cycle Canada’s weekend of road riding north of Toronto includes 100- and 160-km options.

TBD Spin the Lakes — There’s no better way to enjoy the scenery of Muskoka’s country roads than on a bike. Route lengths range from 20 to 170 km.

TBD Canadian Tandem Rally — If you love riding a tandem bicycle, you’ll find plenty of companionship at this multi day event in Owen Sound.

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

TBD Tour of Kincardine – Experience a wide range of cyclocross riding conditions in this 22-km event on the shore of Lake Huron in southwestern Ontario.

TBD Villa Charities GIRO – Woodbridge, Ontario, commemorates the final stage of an Italian road biking classic with an event of its own, including a variety of lengths for all levels of cyclists, including families.

TBD NewRoads LakeRide — This York region ride goes from Newmarket to Lake Simcoe and back, with multiple distances up to 100 km.

TBD Sault Ste. Marie Pump Track Festival — Come to the paved pump track in downtown Sault Ste. Marie for a day of family-friendly BMX and urban riding.

TBD Mountain Bike Extravaganza — Come to Sudbury for a full weekend of riding, organized by the Walden Mountain Bike Club. Events include a trail crawl Saturday and demo day Sunday, with an apres party at Spacecraft Brewery and family activities at Kivi Park, Science North, and Dynamic Earth. Bike rentals are available from Adventure365, the Outside Store, and Sessions Ride Company. 

TBD Elora Food Cycle Ride — Fight hunger in Wellington County with this family-friendly event on country roads and the Elora Cataract Trailway. All proceeds go to the Centre Wellington Food Bank.

TBD Kitchener Bike Fest — Kitchener hosts a day of riding, with vendors and bike repair clinics.

NOKIA Bike Days — Sundays in Ottawa from late May to early September are all about cycling, with 50 km of roads 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. Follow @WindsorEats to learn more about dates and meeting places.

June - Ontario Cycling Events 2021 

Two mountain bikers on single track trail in forest
Test out the bikes and trails at Sault Ste. Marie’s Hiawatha Highlands.

5-6 Manitoulin Passage Ride — Manitoulin Passage Ride is a super fun event that combines great food, music and camaraderie on a two-day, fully supported ride. Free passage on the MS Chi-Cheemaun ferry transports you and your bike to Manitoulin Island, then for Saturday and Sunday there are varying lengths of ride choices—anywhere from 66 to 116 km of road riding per day. You need to find your own accommodation, but your luggage will be shuttled for you and meals are provided. So is live music and dancing on Saturday night, should your legs need a further workout.

12-13 Rideau Lakes Cycle Tour — This premier road-riding event organized by the Ottawa Bicycle Club. Four route options allow a total weekend distance of 200-420 km between Ottawa and Kingston along the Rideau Lakes waterway and the shores of Lake Ontario. With as many as 1,800 riders participating, this is a great weekend to celebrate all things cycling and get some serious early-season kilometres under your chamois.

13 Mental Health in Motion — There are many riding options for experts and families in this inclusive charity event in Newmarket.

19-20 24 Hours of Summer Solstice — Chico Racing’s 24 Hours of Summer Solstice is North America’s largest 24-hour mountain bike festival and relay event. Taking place at Caledon’s Albion Hills Conservation Area, the racecourse traverses double- and singletrack and is a great challenge for riders of all levels. Grab a team and do it as a relay, or if you’re a real masochist try riding it solo. Either way, between the camaraderie, food, drinks, and amazing attitude of everyone there, you’re guaranteed to have a good time.   

26 Reggie Ramble — This challenging gravel grinder/cyclocross event includes 65-, 130-, and 200-km options, east of Peterborough.

27 Rael's Ride — This charity ride starting in Thornhill supports brain cancer research at Sunnybrook Health Sciences Centre.

TBD Ontario By Bike Ride — Ontario By Bike hosts two-day, self-guided and fully supported bike tours on some of Ontario’s most spectacular routes. May, June, August and September dates and destinations are announced in February.

TBD Women's 4 Hour MTB Relay — Count as many laps as you can on a 6-km loop in this mountain bike event at Hardwood Ski and Bike, near Barrie. Rentals are available.

TBD Diva Day Road Cycling Clinic — This one-day women’s only clinic near Collingwood includes riding skills, repair workshops and lunch. Expect to ride about 50 km. Rentals are available from Kamikaze Bikes.

TBD West Nipission Cycle for Charity — Ride the new Voyageur cycling route from Sturgeon Falls, choosing from three routes and supporting children in need in northeastern Ontario.

TBD Ride for Health — 25-, 60- and 100-km road rides highlight this fundraiser for Mackenzie Health Foundation in York Region.

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

TBD Enbridge Ride to Conquer Cancer — This fully-supported, 200-km tour from Toronto to Niagara Falls supports cancer research.

TBD Tour de Grand — If you love gravel grinders and cyclocross, check out this event with 50- and 76-km routes in Cambridge.

TBD Moveathon Ride — Choose between 50- and 100-km route options on this Ride for CC charity ride in York Region, near Toronto.

TBD Ride Don't Hide — Two weeks of cycling events in 10 Ontario communities raises funds and challenges the stigma of mental health. 

TBD Alvar Cycle Tour — Discover the best of cycling on Manitoulin Island with this all-inclusive ride. Two dates in June and September.

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

TBD WHEELS — Experience the stunning Niagara Escarpment on two wheels with options from 25 to 100 km.

TBD Alvar Cycle Tour — Discover the best of cycling on Manitoulin Island with this all-inclusive multi-day ride.

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

TBD Medics for Mental Health Ride — All cyclists are welcome to participate on a ride in support of mental health wellness for first responders in Oxford County.

TBD Hairshirt Classic Double Century — This one-day ride is free... but it involves a gruelling 322-km road route from Mississauga to Niagara and back.

TBD Tour De Guelph — This community bicycling event includes a host of riding options, ranging from 5 to 160 km, on a range of surfaces.

TBD The Ingersoll Big Cheese Cycling Challenge — Come to Ingersoll and ride the quiet roads of Oxford County.

TBD Outspokin Gravel Growler — This event in Ontario’s cottage country includes many gravel road riding options, in support of the Fowler Kennedy Clinic and sponsored by Muskoka Brewery.

TBD The Blue Mountains Gran Fondo — This road race in Grey County appeals to competitive road cyclists.

TBD Tour de Mississippi Mills — The road riding in eastern Ontario is outstanding and this event near Ottawa includes 30-, 60-, 80-, and 100-km routes.

TBD VÉLOCITY 2.0 — Options range from family friendly to expert only at this Caledon-based event.

TBD Huron County Better Together Ride to End Hunger — Support the Huron County Food Bank and ride up to 100 km in this road bike event.

TBD Mountain Bike Extravaganza - Celebrate singletrack, Sudbury-style. Sudbury’s Walden Mountain Bike Club celebrates all things mountain bike and singletrack on the first weekend of June, with an advanced rider trail ride on Saturday followed by a demo day on Sunday. Put the newest bikes from Rocky Mountain, Giant, Scott, Salsa, Kona, Specialized, and Norco to the test on the 12 km of singletrack. Find places to stay and eat.

TBD Trails Fest Sault Ste. Marie - Test out the bikes and trails at Sault Ste. Marie’s Hiawatha Highlands. The Sault Cycling Club hosts their Trails Fest every summer in early June. Fun for the whole family, the event features kids’ rides, adult rides and women’s rides. Hit the trails on the latest and greatest demo bikes, then top off a great weekend with a barbecue and local beer. Find places to stay.

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 - Ontario Cycling Events 2021 

Mountain biker riding on trail with Georgian Bay and sunset in background
In July, the scenic trails at Blue Mountain are host to a legendary cycling event.

16 Healthy Parks Healthy People — Day entry is free at all Ontario Parks across the province, many of which have great cycling options. Check out the trails at Sleeping Giant Provincial Park near Thunder Bay, cruise the hard-surface Old Railway Bike Trail in Algonquin Provincial Park; or tackle Silent Lake Provincial Park’s 28 km of single-track mountain bike trails.  

18 Le Tour de Norfolk  — Scenic backroads with minimal traffic are the big draw for this ride in Norfolk County, near Lake Erie. Routes range from 40 to 160 km.

TBD Hub Trail Festival — Come to Sault Ste. Marie for a celebration of healthy living, including cycling on the paved 25-km John Rowswell Hub Trail. This urban route takes in greenspace, residential, and commercial neighbourhoods as well as the scenic St. Mary’s River waterfront.

TBD Sea Otter Canada — This first-annual at Blue Mountain includes bike sales, demos, kids’ activities, entertainment, and food and beverage vendors. But the real draw is the riding, including a wide variety of road and gravel disciplines like hill climbs and a criterion.

TBD Tour de Whitewater — Eastern Ontario’s scenic Whitewater Region hosts a series of road and gravel rides.

TBD Pedaling for Parkinson’s in Prince Edward County — Ride one, two, or three days and up to 120 km in scenic Prince Edward County to support Parkinson’s research.

TBD Canadian Mountain Bike Championships/Ontario Cup XC — Watch the best mountain bike riders in the country compete at Hardwood Ski and Bike near Barrie. Canada’s top mountain bike event includes events for all ages and abilities of riders.

TBD Fretori Gravel Ride — Warsaw, Ontario hosts a range of gravel rides, including a challenging 170-km route with 1,500 metres of elevation gain.

TBD Butter Tart 700 — You can tackle this “open source” bikepacking challenge, but a common start from St. Jacobs to the 700-km route through the hinterlands of southwestern Ontario makes it a group event.

TBD GranFondo Ottawa — The Ottawa Valley hosts a Euro-style “big ride” with great parties and non-competitive and competitive road rides ranging from 65 to 235 km.

TBD Ionic Mountain Bike Tour — This great event at Sudbury’s Naughton Trail Centre celebrates family fitness, with mountain bike options for all levels of riders. Bike rentals are available from Adventure365, the Outside Store, and Sessions Ride Company.

TBD Max's Big Climb — Sydenham Hill in Dundas, Ontario, is the big draw for this road biking event with individual time trials to award titles of King and Queen of the Mountain.

TBD Kitchener Twilight Grand Prix Criterium — Come race (or watch) this Cycling Canada sanctioned Criterium with categories ranging from beginner to elite, featuring high-speed racing on a 1.1-km course in Kitchener-Cambridge.

TBD XTERRA Conquer the Crater — Back for another year, this off-road triathlon in Sudbury is a qualifier for the legendary XTERRA-Maui. Can you outlast the rugged Canadian Shield?

TBD Summer Epic 8 Hour MTB Relay — This eight-hour mountain bike marathon at Hardwood Ski and Bike near Barrie is all about teamwork and fun, over some of Ontario’s finest trails.

TBD War on the Shore — Ride Southampton’s Lake Huron shore in this high-speed Criterium.

TBD Andy's Ride — This Port Carling-based road ride features three routes ranging from 35 to 135 km, in support of Hospice Muskoka.

TBD The Noble Pursuit — About all organizers are willing to disclose about this road ride near Peterborough is that “it will be long.” Expect to put in at least 170 km on this self-supported team road ride.

TBD PwC MS Bike - Grand Bend to London — This two-day tour covers 150 km, from Grand Bend through the rural Southwestern Ontario to London’s Western University and return, with full support.

TBD Kinburn Kermesse — Starting in July, these Nine2FivePro bi-weekly 45-60 km group rides out of Ottawa include paved and gravel surfaces.

August - Ontario Cycling Events 2021 

Two cyclists riding beside a lake at sunset

21-22 Dunnville Grand Tour — The Lake Huron shores of Haldiman County host something for all levels of road riders on this weekend event, with routes ranging from 25 to 100 km.

TBD Bluewater International Granfondo — Experience southwestern Ontario’s Lambton County on this unique Granfondo in Sarnia, with route options ranging from 50 to 150 km.

TBD Ride4UnitedWay — Durham Region United Way hosts this fully supported road ride with distances from 60 to 160 km.

TBD Northern Pass — Cycle Muskoka and raise funds for the Princess Margaret Cancer Centre.

TBD 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. Ride 1 day, 110 km; 3 days, 315 km or 6 days, 600 km.

TBD 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.

TBD Mountainview 9 Lives Enduro — Midland, Ontario host this same-day mountain bike stage race on the Mountainview trails.

TBD Tour for Kids — Ride up to 200 km daily in the Kawartha Lakes bike tour to support kids cancer camp programs.

TBD Cycle for Sight – Support the Foundation Fighting Blindness on this one-day ride on some of Ottawa’s most scenic routes.

TBD 3 Port Tour — This fully supported ride links waterfront communities in Elgin County, taking in the splendours of Lake Erie’s north shore. Quiet challenging, scenic 50 km, 100 km or 160 km bike rides.

TBD Moveathon Overnight Experience — This brand-new two-day ride in Muskoka supports charity.

TBD Tour de Bonnechere — The quiet Ottawa Valley town of Eganville hosts this family friendly road cycling event. Tours range from 20 to 100 km, with spectacular views.

TBD PwC MS Bike - Niagara — This fully supported one-day ride links the Niagara Parkway to the Friendship Trail on Lake Ontario’s western shore, passing some of Ontario’s best wineries and quaint small towns.

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

TBD Kawartha Lakes Classic — You’ll find plenty of road cycling options at this Peterborough-based tour.

TBD The Sudbury Camino — Discover Sudbury’s portion of the Great Trail on this 30-km ride.

TBD Gravel Road Clinic and Wine Tasting — This Creemore-based, one-day workshop will prepare you for all types of gravel riding and reward your efforts with a wine-tasting event.

TBD Ontario By Bike Ride — Ontario By Bike hosts two-day, self-guided and fully supported bike tours on some of Ontario’s most spectacular routes. May, June, August and September dates and destinations are announced in February.

TBD Ride For Karen — Cyclists gather in Markham to ride the countryside north of Toronto, in support of cancer research.

TBD Great Waterfront Trail Adventure 2021 — This annual, multi-day supported cycle tour and awareness ride takes riders to interesting communities along the Great Lakes Waterfront Trail. Bring friends or make new ones.

TBD Crank The Shield - This three-day ride is held in beautiful Algoma Country. You’ll ride the famous Agawa Tour Train to the starting point in the wilderness, and celebrate the race with an after-party at Sault Ste. Marie’s famous Bushplane Museum.

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

September - Ontario Cycling Events 2021 

Cyclist riding on paved highway surrounded by fields.
Less travelled roads are the norm along the North Channel and Manitoulin Island.

12 Limestone Century Bicycle Tour — You’ve got three choices in this popular annual road riding tour starting in Kingston: 50 and 100 km as well as a 100-mile route, all in support of the advocacy work of Kingston Cycle.

TBD Central Canada Charity Ride — Thunder Bay’s premier road cycling event traverses scenic Oliver Paipoonge Township, with road and gravel routes ranging from 50 to 100 km.

TBD Alvar Cycle Tour — Discover the best of cycling on Manitoulin Island with this all-inclusive multi-day ride.

TBD Prince Edward County Gran Fondo — The pastoral landscape of Prince Edward County in southeastern Ontario hosts 50-, 100-, and 150-km Gran Fonda rides.

TBD Peloton Ride — Get your group ride on in Halton County to support men’s mental health and suicide awareness, with distances up to 120 km and an after-party at the Milton Velodrome.

TBD Barrie 2 Baycrest — This long-standing event on Lake Simcoe’s shores includes great scenery and post-ride festivities.

TBD GTA GranFondo Epic Tour — While the longer distances (up to 165 km) are epic, this Gran Fondo-inspired event in Milton, Halton Hills and Burlington is designed for all ages and abilities.

TBD PwC MS Bike - Toronto — Sign up for a 30- or 50-km, fully supported ride on the Humber River Trail and Toronto’s Lake Ontario waterfront.

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

TBD Alvar Cycle Tour — Discover the best of cycling on Manitoulin Island with this all-inclusive multi-day ride.

TBD The Healing Cycle Ride — This group ride in Mississauga supports hospice care throughout Ontario.

TBD lifeCYCLE — Wolfe Island hosts this charity ride for the University Hospital Kingston with three road-bike route options and some of the finest scenery in southeastern Ontario.

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

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 Tour de Mississauga — You could be one of over 2,000 riders at this all-ages, all-levels event at the Mississauga Celebration Square. Rides range from 5 to 50 km.

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

TBD 8 Hours of Hurtin' in Haliburton — The title says it all, this marathon ride in the Haliburton Forest & Wildlife Reserve involves eight hours of gravel grinding. Race solo or in teams of two or three.

TBD Pedal for Portage — Centre Wellington plays host to 30- or 60-km road rides and a 20-km trail ride in the Grand River valley, with proceeds supporting the Portage Centre for youth battling substance addiction.

TBD Ride for Safe Streets — Join 400 other cyclists in the heart of downtown Toronto to ride for a safer biking experience.

TBD Fall Epic 8 Hour — The third in a series of eight-hour relays at Barrie’s Hardwood Ski and Bikes takes advantage of crisp autumn conditions and allows you to put your mountain bike conditioning to the test.

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

TBD Shred Cancer Mountain Bike Kivi — Raise donations in support of the Northern Cancer Foundation and ride Sudbury’s Kivi Park single-track trails in this late-September mountain bike event.

TBD Shuniah 40 Miner — Thunder Bay’s Black Sheep Mountain Bike Club hosts a one-day event in September on the Shuniah Trails, with options available for all levels of riders—including an epic marathon and the kid-friendly Mini Miner. Come to Thunder Bay to experience northwestern Ontario’s great cycling. Rentals are available at Rollin’ Thunder.

TBD The Beau's Oktoberfest Bike Ride — This fall event in eastern Ontario supports the United Way Ottawa’s efforts to assist youth in at-risk neighbourhoods.

TBD Perth County Cycling Tour — Looking for an active pursuit to offset your time at the Stratford Theatre Festival? Check out this tour, with rides ranging from 25 to 104 km.

TBD Essex Region Conservation Bike Tour — Ride Essex County Road 50 or veer into off-road greenspace on this event that supports the Essex Region Conservation Authority, with rides beginning and ending at Mettawas Park in Kingsville.

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 km.

TBD Harvest Ride — Sign up for one of three guided rides in Northumberland County, east of Toronto. Registration includes a farm-fresh lunch at the Headwaters Community Farm and Education Centre.

TBD The Campfire Ride  — This ride at Hockley Valley Resort supports Camp Oochigeas’ efforts to provide summer camp experiences for kids with cancer. Choose between 70 km or 10 km rides.

October - Ontario Cycling Events 2021 

25 Toronto International Bicycle Show - Fall Blowout Sale — This one-day event at the Exhibition Place is your best chance to score a great deal on a new ride.

TBD BORCA Butterball Thanksgiving Ride — Come to Wilderness Tours on the Ottawa River to experience some of the best single-track mountain bike trails in eastern Ontario on this Thanksgiving mountain bike event.

TBD Bruce Peninsula Lighthouse Gravel Gran Fondo — The scenic Bruce Peninsula plays host to this great gravel grinder, with rides from Lion’s Head Lighthouse to Cabot Head Lighthouse and return, as well as shorter options.

TBD Dam Cross — Enjoy two days of cyclocross racing at the Pittock Conservation Area in Oxford County, near Woodstock, Ontario.  

TBD Everesting Bike Challenge — This Caledon-based relay ride involves plenty of climbing—about the total elevation of Mount Everest!

November - Ontario Cycling Events 2021 

December - Ontario Cycling Events 2021 

TBA Global Fat Bike Day — Get your big wheels out for a spin on the worldwide celebration of fat biking.


Ontario cycling events are a great way to enjoy your favourite activity. Why not enhance your fun by making it a multi-day getaway with family or friends? Spend an extra day or two exploring the local area of the event. FInd great places to stay

About Colin Field

Colin is an award-winning photographer and writer, specializing in outdoor travel and adventure. He is the editor-at-large with Mountain Life Magazine. He is based in Collingwood, Ontario. 

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Bike Rental and Shops

Where to rent or buy bikes in Ontario.

Insider’s Guide to Biking Shuniah Mines

Hit the trails in Thunder Bay.

A Complete Guide to Cycling in North Bay

What to check out at this up-and-coming cycling hot spot.

9 incredible bike rides

These challenging and difficult cycling routes could change your life.

Are You Up for the Challenge?

8 best 100-km bike routes in Ontario.

E-Biking Bliss

Everything you need to know about riding your electric bike in Ontario

Walden Bike Guide

Discover the best mountain biking in Sudbury.

Bikes, Lakes and Brews

Take a refreshing self-guided bike tour in Ontario.