Races in & near Windsor
10 races with a confirmed date in Windsor, Ontario (19 more are waiting on a date). Within 75 km there are 7 more with a confirmed date.
When
29 races listed
- Sunday, November 15, 2026
2026 Ontario Cross Country Championships
ON · Cross country
- Sunday, November 22, 2026
St. Clair College 5k Santa RunPrice rises soon
ON · Road running · 2km / 5km · from 13
- Sunday, December 20, 2026
Windsor Holiday Open
ON · Track
- Friday, January 8, 2027
44th Annual Can Am Classic
ON · Track
- Sunday, January 24, 2027
Windsor Indoor Open
ON · Track
- Friday, February 5, 2027
Team Challenge
ON · Track
- Sunday, February 14, 2027
Windsor Indoor Classic
ON · Track
- Saturday, February 27, 2027
Coldest Night of the Year — Windsor Downtown
ON · Walk · 5km / 2km
- Sunday, April 11, 2027
Start HERE Go Anywhere 4K Run/Walk
ON · Road running · 1km / 4km / 100m · from 15
- Date to be announced
Spring ThawDate TBA
ON · Road running · 5km / 200m
New races in Windsor, once a month
Newly listed races, and the registrations closing in the next three weeks. One email a month. Every subscriber is in the monthly $25 gift-card draw, held on the 1st. One click to leave.
- Date to be announced
Margarita MileDate TBA
ON · Road running · 1mi
- Date to be announced
Moon in JuneDate TBA
ON · Road running · 5km / 1km
- Date to be announced
PureKids Triathlon Series Powered by SubwayDate TBA
ON · Triathlon / duathlon
- Date to be announced
RUN WITH RESPONDERS 5KDate TBA
ON · Road running · 5km / 1km
- Date to be announced
Run for Rocky 5 km Run/3 km WalkDate TBA
ON · Road running · 5km
- Date to be announced
Nolan's SMILE RunDate TBA
ON · Road running · 5km / 10km
- Date to be announced
Great Waterfront Trail AdventureDate TBA
ON · Cycling
- Date to be announced
Tim Horton's Night RunDate TBA
ON · Road running · 5km / 1km
- Saturday, August 28, 2027
Zulu Challenge Windsor
ON · Obstacle (OCR)
- Date to be announced
10th Annual Seize the Day - WindsorDate TBA
ON · Road running · 5km / 2km
- Date to be announced
WINDSOR WATERFRONT HALF MARATHON & 5KMDate TBA
ON · Road running · 21km / 5km
- Date to be announced
Run for WindsorDate TBA
ON · Road running · 5km / 1km
- Date to be announced
Community Living Windsor Walk & RollathonDate TBA
ON · Walk · 3km / 5km
- Date to be announced
SAM WalkDate TBA
ON · Walk · 5km
- Date to be announced
Run with HerDate TBA
ON · Road running · 5km / 1km
- Date to be announced
29th Annual Jerry Slavik Memorial Thrill on the HillDate TBA
ON · Cross country
- Date to be announced
Green Ribbon Walk for Mental HealthDate TBA
ON · Walk · 5km
- Date to be announced
OUA ChampionshipsDate TBA
ON · Cross country
- Date to be announced
2027 Royal Canadian Legion District A Ontario Provincial Qualifying MeetDate TBA
ON · Track
Near Windsor
- Date to be announced22 km
Big Red Shoe RunDate TBA
Belle River, ON · Road · 5km / 1km
- Date to be announced22 km
Race to the SunsetDate TBA
Belle River, ON · Road
- Date to be announced23 km
The Grey 5K - First Responders' EditionDate TBA
Essex, ON · Road · 5km
- Date to be announced23 km
Essex Fun Fest 5k Walk, Run, and WheelDate TBA
Essex, ON · Road · 5km
- Date to be announced23 km
Along the Vines 5k/10kDate TBA
Essex, ON · Road · 10km / 5km
- Date to be announced23 km
10th Annual UMEI Lightning BoltDate TBA
Essex County, ON · Road · 10km / 5km / 1km / 400m
- Date to be announced23 km
Daisy & Co. 5K Steps for a CureDate TBA
Essex, ON · Walk · 5km / 3km
- Saturday, November 14, 202623 km
Super Santa 5K Walk/Run/Wheel 2026
Amherstburg, ON · Road · 5km · from $55
- Saturday, February 27, 202723 km
Coldest Night of the Year — Amherstburg
Amherstburg, ON · Walk · 5km / 2km
- Date to be announced23 km
Dare 2B ChallengedDate TBA
Amherstburg, ON · Road · 10km / 5km
- Date to be announced23 km
Amherstburg Canada Day 5KDate TBA
Amherstburg, ON · Road · 5km / 1km
- Date to be announced34 km
Essex Region Conservation Bike TourDate TBA
Kingsville, ON · Ride · 100km / 64km / 62km / 32km
- Date to be announced34 km
Race into the Harvest: 5K Obstacle Course by Mastronardi WineryDate TBA
Kingsville, ON · OCR · 5km
- Date to be announced34 km
mastronardy 5kDate TBA
Kingsville, ON · Road
- Saturday, February 27, 202741 km
Coldest Night of the Year — Leamington
Leamington, ON · Walk · 5km / 2km
Racing in Windsor — FAQ
- How many races are there in Windsor in 2026?
- 10 races with a confirmed date are listed in and around Windsor, plus 19 that ran last season and haven't announced their next one. Between them they cover 5k, 10k, half marathon. The list updates nightly.
- What is the next race in Windsor?
- 2026 Ontario Cross Country Championships on November 15, 2026.