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Cycling events nearby

  • 151 Robinson St, Oakville, Ontario, L6J 1H4, Canada
    OpenStreetMap Google Maps
    Distance: 31.3 km from Hamilton
    Sun, Jul 12, 2026 at 9:00 AM

    The Kollective is a new ride series rooted in connection, community, and a shared commitment to safer roads across Ontario. It brings together the Share the Road Cycling Coalition (The Coalition) and Racer Sportif—two organizations linked by a long-standing partnership and a shared dedication to building a safer cycling culture.

    That partnership began in 2006, after OPP Sergeant Greg Stobbart was killed by a motorist while training on his bike near his home in Burlington. Greg had purchased his bike from Racer Sportif, and in the months following his death, the shop helped organize the first community ride in his honour. That September event marked the beginning of a movement for cycling safety in Ontario. On September 20th, the 20th anniversary Share the Road Gran Fondo will take place in Halton Hills at the Mattamy National Cycling Centre.

    Greg’s death was preventable. The driver who struck him had five convictions for driving under suspension, four for driving without a license, $15,000 in unpaid fines—and two months after killing Greg, he hit another person.

    In response, Greg’s widow, Eleanor McMahon, mobilized cyclists across the province. She founded the Share the Road Cycling Coalition in 2007 and successfully advocated for stronger penalties for suspended drivers, leading to the passage of Greg’s Law in 2008. Additional legislative reforms, road safety campaigns, and major provincial investments in cycling infrastructure followed. The Coalition continues this work today, supporting municipalities, advancing provincial advocacy, and promoting safer roads for all.

    Throughout this journey, Racer Sportif and the Coalition have remained closely aligned in their efforts to support cyclists and improve road safety and relationships between cyclists and motorists. Their shared history forms the foundation of the Kollective.

    The Kollective builds on this legacy by offering a series of thoughtfully organized rides throughout the summer—creating space for riders to connect, build community, and engage more deeply with the broader network of cyclists, advocates, and partners. The goal is not only to deliver a high quality riding experience, but also to strengthen the social fabric of Ontario’s cycling community.

    A key focus of the initiative is welcoming a new generation of riders. By offering an accessible and inclusive entry point, the Kollective introduces younger cyclists to the sport’s culture and community while connecting them to the values that guide Share the Road and its partners.

    Through this series, the Kollective brings together community, advocacy, and culture—honouring where cycling in Ontario has been and helping shape where it is going.

    See full details
    Cycling via RaceRoster
  • Distance: 35.1 km from Hamilton
    Sat, Jul 18, 2026 at 9:00 AM

    The 3rd event of the Subaru Triathlon Series, with a point to point swim, parallel to the shore for both distances. This event is GREAT for beginners.

    AquabikeBeginnerCyclingDuathlonRelayRunSprintSwimTriathlonTry-A-Tri via RaceRoster
  • Distance: 35.1 km from Hamilton
    Sat, Aug 08, 2026 at 9:00 AM

    All women's event based out of Grimsby, featuring both Try-A-Tri and Sprint distances. The point to point swim courses are parallel to the shore and are perfect for beginners! The Try-A-Tri raises funds for the Grimsby McNally House Hospice and Sprint race supports the Canadian Cancer Society.

    BeginnerRelaySprintTriathlonTry-A-Tri via RaceRoster
  • Dunnville Memorial Arena, 275 Ramsey Drive, Dunnville, Ontario, Canada
    OpenStreetMap Google Maps
    Distance: 49.5 km from Hamilton
    Sun, Aug 16, 2026 at 7:00 AM

    DUNNVILLE GRAND TOUR

    The Dunnville Grand Tour is a weekend-long event for cyclists of all skill levels.

    Whether coasting by the banks of the Grand River or cruising along the picturesque shores of Lake Erie, the greater Dunnville area offers some of the best recreational cycling opportunities in Southern Ontario.

    The goal of the weekend-long event is to promote the trails and cycling friendly routes of the area that could help to elevate Dunnville to a cycling destination

    The Dunnville Grand Tour is more than a scenic cycling event — for over 10 years we’ve partnered with True Experience to support mental health in our community. Through this ride, participants help raise funds and awareness for life-changing housing, community programs, and support services for adults living with mental illness.


    The Dunnville Grand Tour is a recreational tour and not a race, which allows you to experience the scenic routes at your own pace. The ride take place on paved roads which are clearly marked with arrows.

    Riders will receive downloadable maps and turn by turn instructions for their chosen route. Rest stops along the way will provide refreshments, fruits, granola bars, snacks, and washrooms. A pasta lunch will also be served at the end of the ride. During the tour, SAG vehicles will patrol the road and offer assistance to riders.

    New Location this year: Dunnville Memorial Arena & Community Lifespan Centre,

    275 Ramsey Drive Dunnville, Ontario Canada

    Ride Schedule: Aug 15-16

    7 :00 Registration and check-in

    7:30 Departure of the 160 km ride groups (Sat Only)

    8:00 Departure of the 100 km ride groups

    8:30 Departure of the 75 km ride groups

    9:00 Departure of the 50 km ride groups

    9:30 Departure of the 25 km ride groups

    11:00 - 16:00 Spaghetti lunch

    Rest Stops every 20-30 km

    Routes

    • All distances are approximate. Final course maps will be available the day of the event. Markings will be available along each of the routes to provide directions. Please note that all distances and routes are subject to change based upon road conditions and other determining factors.

    Riders will receive maps and turn-by-turn instructions for their chosen route. Rest stops along the way will provide refreshments, fruits, granola bars, snacks, and washrooms. A pasta lunch will be served at the end of the ride. During the tour, SAG vehicles will patrol the road and offer assistance to riders.

    Cancellations: Cancellation requests postmarked before June 15, 2026 will be refunded less a $20 per person processing fee. No refunds or cancellations after June 15, 2026 Registration fees are non-transferable. Please note, if you are receiving the FREE jersey and wish to cancel your registration, an additional $50 will be deducted from the refund. The jersey will be available for pick up or we can offer shipping for a fee.

    We ride rain or shine.

    Tour proceeds to benefit True Experience. Supportive Housing & Community Work Program. Provides vocational, residential and social programs for adults that live with mental illness. trueexperience.ca

    See full details
    100k160kCyclingTrail via RaceRoster
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