Dare 2B Challenged

More races nearby

• Aug

  16

  Sun
  Along the Vines 5k/10k

  County Road 50, Town of Essex, Ontario, Canada
  OpenStreetMap Google Maps

  Distance: 10 km from Amherstburg

  Sun, Aug 16, 2026 at 9:00 AM

  This event was created to bring people together around movement, personal goals, and community impact. Whether you’re running your first 5K, chasing a personal best, or showing up to support something meaningful, there’s a place for you here.

  After the run there will be a fun, outdoor market style experience with local vendors and interactive experiences for runners and guests to enjoy while they celebrate and explore the area.

  Along the Vines is built around giving back, with 50% of ticket sales donated to the Windsor Cancer Centre Foundation, while also creating space for local health and wellness businesses to connect with the community. It’s about challenging yourself, supporting one another, and celebrating what makes our local community strong.

  Food options are available for pre-purchase to be enjoyed with fellow runners and spectators following the race in the seating area of the community market. If you wish to dine with CREW, a reservation is required and can be made here:

  https://colchesterridge.com/reservations/

  Course Map Information

  The Along the Vines 5K / 10K begins and ends at Colchester Ridge Estate Winery, guiding runners and walkers along the shoulder of County Road 50 East, the heart of Windsor-Essex County’s wine route.

  Participants will run alongside the vines, passing North 42 Degrees Estate Winery and Viewpointe Estate Winery, surrounded by the natural beauty of wine country.

  The 5K walk and run will turn around just before Ravine Cottages, while the 10K course continues past Oxley, heading down and right before Paglione Estate Winery runners will loop back to the finish line at Colchester Ridge Estate Winery.

  This course offers a scenic, flat, and memorable route, a true run along the vines, through one of Windsor-Essex County’s most iconic landscapes. This course wheelchair accessible, with no off-road or trail sections. It’s designed to be inclusive and accessible for all participants.

  See full details

  5k10kRunTrailWalkWheelchair via RaceRoster

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• Sep

  12

  Sat
  10th Annual Seize the Day - Windsor

  Vollmer Centre, Laurier Parkway, Lasalle, Ontario, Canada
  OpenStreetMap Google Maps

  Distance: 21.1 km from Amherstburg

  Sat, Sep 12, 2026 at 10:00 AM

  Celebrating 10 Years of Strength and Support for Our Purple Community!

  Epilepsy Southwestern Ontario (ESWO) invites you to join us on Saturday, September 12th, 2026, for the 10th Anniversary of our Annual Seize the Day Fundraiser at Vollmer Culture and Recreation Centre.

  All funds raised will directly support vital programs and services for individuals living with epilepsy, their families, and communities across Southwestern Ontario.

  This family-friendly event kicks off at 10:00 AM with a spirited run or an uplifting walk. This year we are joined by The WhamBurg Food Truck for you enjoyment after the walk/run.

  Whether you’re running or walking to honor a loved one, to stand with those affected by epilepsy, or to raise awareness, we invite you to be part of this inspiring day. Together, let’s build on last year’s success and celebrate the resilience of our purple community!

  Although we are not providing Seize the Day T-shirts this year, please wear purple or your old Seize the Day shirts so that we can show everyone touched by epilepsy that they are never alone.

  Every step over the finish line is a step toward hope!

  See full details

  2k2.5k5kRunVirtualWalk via RaceRoster

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• Sep

  27

  Sun
  Daisy & Co. 5K Steps for a Cure

  41 King Street West, Harrow, Ontario, N0R 1G0, Canada
  OpenStreetMap Google Maps

  Distance: 8.7 km from Amherstburg

  Sun, Sep 27, 2026 at 9:00 AM

  Join us for the 4th Annual 5K Steps for a Cure!

  A Pre-Kickoff to Breast Cancer Awareness Month

  Hosted by Daisy & Co. Wine Bar

  Every step has a story—and we invite you to walk, run, and rally with us in support of the Windsor Cancer Centre Foundation.

  This is a chip-timed event and open to all ages—family and dog-friendly too!

  3k5kRunWalk via RaceRoster

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• Nov

  14

  Sat
  Super Santa 5K Walk/Run/Wheel 2026

  Dalhousie Street, Amherstburg, Ontario, N9V 1H5, Canada
  OpenStreetMap Google Maps

  Distance: 10.6 km from Amherstburg

  Sat, Nov 14, 2026 at 5:00 PM

  Santas Walking, Running and Wheeling Through Town!

  The Super Santa Walk/Run and all of the jolly fun is back as part of your annual holiday traditions! Walk, run or use your mobility device to wheel a 5k race dressed like Santa and the suit is yours to keep. The Super Santa Walk/ Run/Wheel supports conservation projects in the Essex Region.

  All participants will receive a full Santa Suit - jacket, pants, hat, beard and belt. Remember to keep your Santa Suit for the following years, to receive an entry fee discount. You will receive a $10 discount if you have a your suit from previous years - simply choose 'I already have my suit' when you register and the discount will be applied.

  Create a Corporate Team and maximize your support...and your fun!

  What "Wheels" are acceptable for the race?

  While we love cyclists, at THIS event, "WHEEL" refers to mobility aids like wheelchairs (racing styles, leisure styles, we love them all), scooters used for mobility assistance, walkers etc. This event has been designed to be accessible for people of all ages who get around in a variety of ways. “WHEEL” DOES NOT include bikes or rollerblades. Support persons, if needed, receive complimentary entry. Please contact us for more information.

  Littles in Stollers: there is no charge for littles in strollers, as they will not be chip timed. Please feel free to dress them up in their festive holiday wear! Some parents event decorate the strollers for all the merry good fun!

  Refund policy: Please note that our event offers no refunds or deferrals. Transfers would be the responsibility of the transfer fee. No exceptions.

  Start Line: The start line is located in front of 52 Richmond Street in Amherstburg, Ontario.

  Event Includes:

  • Expert timing and results provided through W.R.A.C.E

  • Fantastic fundraising prizes

  • Great fitness and fun for families!

  • Fabulous post-race refreshments

  • Enjoy the River Lights Winter Festival immediately following the race

  Download our Fundraising Package here

  Sponsorship Opportunities are available!

  Download the Route Map here.

  Download Parking Map here

  See full details

  5kRunWalkWheelchair via RaceRoster

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• Nov

  30

  Mon
  Jackson County 50-50

  Brownstown Charter Township, Michigan, United States
  OpenStreetMap Google Maps

  Distance: 21.8 km from Amherstburg

  Mon, Nov 30, 2026

  RunTrail via Finishers.com

  finishers.com

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