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Running Calendar near Oakville 2026-2027

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Monthly updates for Oakville

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Explore the top running races near Oakville for 2026-2027! We've gathered 55 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons Fitness Races
October 2026
Oct-Nov
31-1
Sa - Su

Hamilton Marathon Road2Hope

5 km 10 km ... Marathon 57 km
Oct
31
Sa

Toronto DEKA FIT & Ultra

Fitness
November 2026
Nov
7
Sa

The Beav Trail Race

Trail Run 10 km 25 km 50 km
Nov
7
Sa

Casablanca Classic 8k

3 km 8 km
Nov
7
Sa

Oakville Remembrance Trail Run

Trail Run 5 km 11 km
Nov
15
Su

Doughnut Dash 5km

5 km
Nov
21
Sa

The Santa Run - Central Hamilton

5 km 10 km
Nov
29
Su

Kicking Pancreas 5K - Burlington Ontario

5 km
December 2026
Dec
26
Sa

Boxing Day Run - Hamilton

4 mi 10 mi
February 2027
Feb
28
Su

Chilly Half Marathon

Half Marathon
March 2027
Mar
7
Su

Frigid 10K

5 km 10 km
April 2027
Apr
18
Su

Her Majesty's Royal Races

3 km 5 km 10 km
Apr
25
Su

Beneva Mississauga Marathon

5 km 10 km Half Marathon Marathon
May 2027
May
22
Sa

Run for Women - Oakville

5 km 10 km
June 2027
Jun
6
Su

Run for Women - Hamilton

5 km 10 km
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