Cycling Events

Explore Upcoming Cycling Events

Discover upcoming cycling adventures with Cycle Kingsville, featuring weekly rides and special events designed for riders of all levels. Connect with fellow cyclists, enjoy scenic routes, and experience the thrill of community rides. Stay updated through our Facebook page for detailed schedules and announcements.


The Oktoberfest Rides

Date: October 3, 2026

Location: Kingsville, ON

Join us for our exciting Oktoberfest Rides event, featuring a variety of route lengths designed to accommodate riders of all skill levels and experience. Whether you are a beginner looking for a shorter, more manageable ride or an experienced cyclist seeking a longer, more challenging route, we have options tailored just for you.


Weekly Community Ride

Banded Goose Brewery, Kingsville

Join us every Wednesday evening for a scenic group ride through local trails and roads. Everyone is welcome. Follow us on Facebook for detailed schedules and announcements.

 Connect with Cycle Kingsville:


The 2026 – Shore 2 Shore

Date: July 12, 2026

Location: Comber, ON

The 11th Edition of the SHORE 2 SHORE cycling classic. This unique format allows cyclists to experience mixed routes comprising paved and gravel surfaces throughout Windsor/Essex and Chatham/Kent. Choose from an approximate 60 km or 120 km distance in either a TEAM or SOLO format.


Ride of Hope Windsor-Essex 2026

Sunday July 26, 2026

Choose your distance, preview the course, register through Terry Fox, and support WEBC separately while the main fundraising push works toward a $5,000 goal for Terry Fox.

Ride for Terry. Roll with purpose. Register


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Dunnville Grand Tour 2026

Date: August 15-16

Location: Dunnville, Ontario Canada

Join Southern Ontario’s friendliest Grand Fondo. Choose from 25, 50, 75, 100 and 160 km fully supported routes in Dunnville, Ontario.

Our Lead Sponsors

Supporting Sponsors

Banded Goose Brewing
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