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  • Distance: 19 km from Caledon
    Mon, Sep 07, 2026 at 8:00 AM

    Presented by:

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    Monday, September 7, 2026

    Island Lake Conservation Area

    Orangeville, Ontario

    14th annual Island Lake Classic 5K & 10K starts and ends in picturesque Island Lake Conservation Area, in Orangeville. Groomed trails and numerous bridge crossings along the Vicki Barron Lakeside Trail highlight the natural elements that this park has to offer.

    Please note, admission to the park is free for participants and volunteers.

    See full details
    5k10kRunTrailVirtualWalk via RaceRoster
  • Etobicoke Creek Trail, Brampton, Ontario, Canada
    OpenStreetMap Google Maps
    Distance: 17.4 km from Caledon
    Sat, Sep 12, 2026 at 10:00 AM

    We are so excited to be hosting our 3rd Annual Comfort Kit Fundraiser Walk in support of families going through pregnancy and infant loss.

    Proceeds from the walk will go towards creating comfort kits for families going through pregnancy and infant loss. The kits will be donated to Trillium Health Partners Credit Valley Hospital Perinatal Bereaved Program and both William Osler Hospitals in Brampton and Etobicoke.

    Join us for an a walk along the Etobicoke Trail in Brampton Ontario. The event will start and end at Loafers Lake Park .

    Participants will be provided with snacks and refreshments after the walk.

    Register before August 4th to receive a free event t-shirt! Shirts will be provided on the morning of the event.

    Suitable for participants of all ages!

    Raise $500 or more for the event and you will receive a prize!

    Schedule

    10:00am- Check in and collect bags and shirts

    10:30am- Opening Remarks

    10:45am- Commence walk

    12:00pm- Snacks

    See full details
    4kKidsRunTrailWalk via RaceRoster
  • 1660 North Park Drive, Brampton, Ontario, Canada
    OpenStreetMap Google Maps
    Distance: 17.5 km from Caledon
    Sun, Sep 13, 2026 at 9:00 AM

    Don Doan Dash 2026

    Sunday September 13, 2026/ Brampton ON

    This race has a maximum registration cap of 350 entrants.

    Free Shirt with entry! (First 300 Registrants )

    Age for Youth - 17 and under.

    5K Run - Maximum number of event registrants (cap): 225

    10K Run - Maximum number of event registrants (cap): 125

    DAY of REGISTRATION is AVAILABLE at PROFESSORS LAKE BETWEEN 7:30 and 8:30 AM

    5k10kRunWalk via RaceRoster
  • Distance: 22.9 km from Caledon
    Sun, Oct 18, 2026 at 10:00 AM

    We believe that a child's ambition, hopes, and dreams should not be limited by Arthritis.

    If you think so too, join us for a unique and engaging running event set in picturesque Boyd Conservation Area in Kleinburg with a VIP finish incorporating the incomparable McMichael Canadian Art Collection.

    Proceeds benefit the Division of Rheumatology at SickKids Hospital in Toronto and

    the Dr. Bonnie Cameron Post-Secondary Scholarship

    • Fundraise $150 and Receive a Free Race Entry through our Free For Fundraisers program.

    • VIP Swag Bag for those raising $1,000 or more.

    Fundraising pages are automatically created during the race registration process and we encourage all participants to support our charitable efforts. Choose to raise money for SickKids or the Dr. Bonnie Cameron Post-Secondary Scholarship, or let your donors decide which one to support. Either way, start raising money today and help us help kids with Arthritis achieve their ambition, hopes, and dreams.

    For more information visit artinmotion10k.com or runanthropic.org.

    Please note: Currently, donations to the Dr. Bonnie Cameron Post-Secondary Scholarship must be made through a separate donation link:

    https://torontofoundation.ca/dr-bonnie-cameron-post-secondary-scholarship

    Thank you.

    The Art In Motion 10K/5K/2K Race Team

    See full details
    2k5k10kRunVirtualWalk via RaceRoster
  • 16336 Peel Regional Rd 50, Caledon, Ontario, L7E 0L2, Canada
    OpenStreetMap Google Maps
    Distance: 7.5 km from Caledon
    Sat, Feb 27, 2027 at 9:15 AM

    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 via RaceRoster
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