Races in & near Milton
5 races with a confirmed date in Milton, Ontario (17 more are waiting on a date). Within 75 km there are 147 more with a confirmed date.
When
22 races listed
- Date to be announced

The Golden Spike Trail RaceDate TBA
ON · Trail · 5km / 10km / 21km
- Saturday, February 27, 2027
Coldest Night of the Year — Milton Downtown Main
ON · Walk · 5km / 2km
- Saturday, February 27, 2027
Coldest Night of the Year — Milton Thompson Road
ON · Walk · 5km / 2km
- Date to be announced

5 Peaks Trail Running Series: KelsoDate TBA
ON · Trail · 3km / 1km
- Date to be announced

5 Peaks Trail Running Series: Crawford LakeDate TBA
ON · Trail · 3km / 1km
- Date to be announced

Subaru Triathlon Series - MiltonDate TBA
ON · Triathlon / duathlon
- Sunday, June 27, 2027

WHEELS 2027
ON · Cycling · 5km / 25km / 50km / 100km
- Date to be announced

ELEVATE, Kelso ConservationDate TBA
ON · Road running · 5km / 10km / 20km / 2km
- Sunday, July 4, 2027

Mudskipper Swimrun Kelso Lake and the Kelso Open Water Swim
ON · Swim · 10km / 20km / 1000m / 3km · from 9
- Date to be announced

TRi KiDS Triathlon Series MILTON, ONDate TBA
ON · Triathlon / duathlon
New races in Milton, 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

The First Blaze Trail RaceDate TBA
ON · Trail · 52km / 27km / 10km / 50km
- Date to be announced

5 Peaks Trail Running Series: Area 8Date TBA
ON · Trail · 3km / 1km
- Sunday, August 15, 2027

Mudskipper SwimRun - Milton and the Milton Open Water Swim and Trail Run
ON · Triathlon / duathlon · 10km / 20km / 1500m / 3km · from 9
- Date to be announced

Run for MiltonDate TBA
ON · Road running · 5km / 1km
- Date to be announced

Share the Road Gran FondoDate TBA
ON · Cycling · 40km / 80km / 110km
- Date to be announced
Kelso CX Race 3Date TBA
ON · Road running
- Date to be announced
Kelso CX Race 4Date TBA
ON · Road running
- Date to be announced

Rally for DHKDate TBA
ON · Road running
- Date to be announced
Kelso CX Race 5Date TBA
ON · Road running
- Date to be announced
Kelso CX Race 6Date TBA
ON · Road running
- Date to be announced
Kelso CX Race 7Date TBA
ON · Road running
- Date to be announced
Kelso CX Race 8Date TBA
ON · Road running
Near Milton
- Date to be announced15 km
TTUAH - Trail Terrier Ultra Around HamiltonDate TBA
Carlisle, ON · Trail · 100mi
- Saturday, February 27, 202716 km
Coldest Night of the Year — Georgetown
Halton Hills, ON · Walk · 5km / 2km
- Saturday, February 27, 202718 km
Coldest Night of the Year — Acton
Acton, ON · Walk · 5km / 2km
- Saturday, February 27, 202719 km
Coldest Night of the Year — Oakville North
Oakville, ON · Walk · 5km / 2km
- Date to be announced19 km
Spring Into Action RunDate TBA
Oakville, ON · Road · 10km / 5km / 1km
- Saturday, May 22, 202719 km
Shoppers Drug Mart® Run for Women - Oakville 2027
Oakville, ON · Road · 10km / 5km / 1km
- Date to be announced19 km
Run4LHDate TBA
Oakville, ON · Road · 1km
- Sunday, June 20, 202719 km
Mercedes-Benz Oakville Bronte Harbour Classic 5K, 10K & Kids 1K
Oakville, ON · Road · 10km / 5km / 1km · from $73
- Sunday, October 3, 202719 km
Oakville 21.1
Oakville, ON · Road · 21km / 10km / 5km · from $64
- Date to be announced19 km
Haunted HustleDate TBA
Oakville, ON · Road · 10km / 5km / 1km
- Saturday, February 27, 202720 km
Coldest Night of the Year — Waterdown
Waterdown, ON · Walk · 5km / 2km
- Date to be announced20 km
5km For Charley MaeDate TBA
Waterdown, ON · Road · 5km
- Saturday, February 27, 202721 km
Coldest Night of the Year — Mississauga Huron Heights
Mississauga, ON · Walk · 5km / 2km
- Saturday, February 27, 202721 km
Coldest Night of the Year — Mississauga Lakeshore
Mississauga, ON · Walk · 5km / 2km
- Saturday, February 27, 202721 km
Coldest Night of the Year — Mississauga Meadowvale
Mississauga, ON · Walk · 5km / 2km
Racing in Milton — FAQ
- How many races are there in Milton in 2026?
- 5 races with a confirmed date are listed in and around Milton, plus 17 that ran last season and haven't announced their next one. Between them they cover 5k, 10k, half marathon, ultra. The list updates nightly.
- What is the next race in Milton?
- Coldest Night of the Year — Milton Downtown Main on February 27, 2027.