Races in & near Oakville
4 races with a confirmed date in Oakville, Ontario (3 more are waiting on a date). Within 75 km there are 152 more with a confirmed date.
When
7 races listed
- Saturday, February 27, 2027
Coldest Night of the Year — Oakville North
ON · Walk · 5km / 2km
- Date to be announced

Spring Into Action RunDate TBA
ON · Road running · 10km / 5km / 1km
- Saturday, May 22, 2027

Shoppers Drug Mart® Run for Women - Oakville 2027
ON · Road running · 5km / 10km / 1km
- Date to be announced
Run4LHDate TBA
ON · Road running · 1km
- Sunday, June 20, 2027

Mercedes-Benz Oakville Bronte Harbour Classic 5K, 10K & Kids 1K
ON · Road running · 1km / 5km / 10km · from 73
- Sunday, October 3, 2027

Oakville 21.1
ON · Road running · 21km / 10km / 5km · from 64
- Date to be announced

Haunted HustleDate TBA
ON · Road running · 5km / 10km / 1km
New races in Oakville, 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.
Near Oakville
- Saturday, February 27, 202716 km
Coldest Night of the Year — Mississauga Huron Heights
Mississauga, ON · Walk · 5km / 2km
- Saturday, February 27, 202716 km
Coldest Night of the Year — Mississauga Lakeshore
Mississauga, ON · Walk · 5km / 2km
- Saturday, February 27, 202716 km
Coldest Night of the Year — Mississauga Meadowvale
Mississauga, ON · Walk · 5km / 2km
- Sunday, April 25, 202716 km
2027 Beneva Mississauga Marathon
Mississauga, ON · Road · 42km / 21km / 10km / 5km
- Date to be announced16 km
Bread and Honey Trail RunDate TBA
Mississauga, ON · Trail
- Date to be announced16 km
MOWC Mississauga Open Water ChallengeDate TBA
Mississauga, ON · Swim · 10km
- Date to be announced16 km
Flying Angels Ontario CupDate TBA
Mississauga, ON · Track
- Date to be announced16 km
Cupcake RunDate TBA
Mississauga, ON · Road · 5km / 1km
- Date to be announced16 km
Run for MississaugaDate TBA
Mississauga, ON · Road · 3km / 1km
- Date to be announced16 km
Oxtrail City RunDate TBA
Mississauga, ON · Trail · 5km
- Date to be announced16 km
Seawater Stride 2030 Hosted by LGDDate TBA
Mississauga, ON · Road · 100km / 42km / 21km / 10km · from $29
- Sunday, November 29, 202617 km
Kicking PancreAS™ 5K - Burlington, ON
Burlington, ON · Road · 5km · from $40
- Date to be announced17 km
OG Santa RunDate TBA
Burlington, ON · Road · 3km
- Sunday, January 17, 202717 km
2027 Robbie Burns 8K Road Race
Burlington, ON · Road · 8km · from $83
- Saturday, February 27, 202717 km
Coldest Night of the Year — Burlington North
Burlington, ON · Walk · 5km / 2km
Racing in Oakville — FAQ
- How many races are there in Oakville in 2026?
- 4 races with a confirmed date are listed in and around Oakville, plus 3 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 Oakville?
- Coldest Night of the Year — Oakville North on February 27, 2027.