6 running, cycling, road, and other events in Caledon, Ontario

From big races to Saturday morning group runs—find running, cycling, road, and walking events and connect with the local endurance sports community.

• Hope in Motion 2026 [raceroster.com]
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  Sun, Jun 07, 2026 at 8:00 AM

  Description

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  Date: June 7, 2026 Location: Caledon East Community Complex (6215 Old Church Road, Caledon East, Ontario, L7C 1J7) Start Times Please note these start times may be subject to change. 8:00 a.m. – 100K...

  Date: June 7, 2026 Location: Caledon East Community Complex (6215 Old Church Road, Caledon East, Ontario, L7C 1J7) Start Times Please note these start times may be subject to change. 8:00 a.m. – 100K Cycling Route 9:00 a.m. – 50K Cycling Route 10:00 a.m. – 25K Cycling Route 10:30 a.m. – 5K & 10K Walking / Running / Rolling Route Formally known as Ride Don't Hide, this is the Canadian Mental Health Association Peel Dufferin's largest fundraising event. Get ready to bike, walk, or roll your way through mental health awareness with Hope in Motion 2026. We'll be offering a “choose-your-own-adventure” experience that allows you to participate on your terms and make a direct impact on the mental health and addictions programs and services provided within Peel Dufferin. CMHA Peel Dufferin supports people with mental health and addiction needs to be well and achieve their full potential. Our vision is that ALL people with mental health and addictions needs thriving in supportive communities.

  25k 50k 100k Cycling Road Run Walk

  Old Church Road, Caledon, Ontario, L7C 2Z2, Canada
  OpenStreetMap Google Maps
• 24 Hours of Summer Solstice 2026 [chicoracing.com] [Register at ccnbikes.com]
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  Sat, Jun 27, 2026 at 9:00 AM

  Cycling

  Caledon, Ontario, Canada
  OpenStreetMap Google Maps
• 2026 5 Peaks Trail Running Series: Albion Hills [5peaks.com] [Register at raceroster.com]
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  Sat, Sep 05, 2026 at 8:00 AM

  Description

  The third race of the 5 Peaks Ontario Series is in Albion Hills.

  Please click the link below for race schedule, maps and more.

  https://www.5peaks.com/albion-hills

  Please join our regional Facebook group to ask specific questions about this and other 5 Peaks events.

  1k 3k Run Trail

  16336 Peel Regional Rd 50, Caledon, Ontario, L7E 0L2, Canada
  OpenStreetMap Google Maps
• Polar Rush 2027 [polarrush.ca] [Register at raceroster.com]
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  Sat, Feb 27, 2027 at 9:15 AM

  Description

  Ontario's winter obstacle phenomenon will be back at Albion Hills in 2026! This 5-6km snowy obstacle run is the largest of it's kind in the world, and the 14+ winter obstacles include Crazy Carpeting, Wall Climbs, Snow Crawls, A-Frame, Tubing and more! Includes free buff, coffee/hot chocolate, and custom die-cast finishers medal!

  Run

  16336 Peel Regional Rd 50, Caledon, Ontario, L7E 0L2, Canada
  OpenStreetMap Google Maps

Local Clubs & Organizations