Races by location and type
Trail Races Near Milton
Browse upcoming trail races within 50 km of Milton, including nearby communities and race venues across the Milton area.
29 races listed
Trail
TTUAH - Trail Terrier Ultra Around Hamilton 2026
May 30, 2026
Carlisle, ON
100 Mile
Trail
2026 5 Peaks Trail Running Series: Crawford Lake
Jun 6, 2026
Milton, ON
18.4K3K1K
Trail
2026 20th Annual Spring Into Action 2K/5K Walk or Run - Youth Mental Health Day!
Jun 13, 2026
Toronto, ON
5K2K
Trail
Cambridge Mill Race 2026
Jun 14, 2026
Cambridge, ON
8K1K
Trail
2026 The Sunburn Solstice Trail Run
Jun 20, 2026
Mount Hope, ON
Trail
2026 Solstice 5K - Toronto
Jun 21, 2026
Toronto, ON
5K
Trail
The GOOD Games 2026 - Guelph
Jun 26, 2026
Guelph, ON
Trail
2026 Jerrys Peachbud 10K, 5K & 1K
Jun 30, 2026
Grimsby, ON
1K5K10K
Trail
2026 Whiskey Run Toronto
Jul 5, 2026
Hamilton, ON
10KHalf Marathon5K
Trail
2026 The First Blaze Trail Race
Jul 11, 2026
Milton, ON
50K27.5K10K
Trail
2026 5 Peaks Trail Running Series: Area 8
Jul 18, 2026
Milton, ON
24.2K
Trail
2026 Toronto Carnival Run
Jul 25, 2026
Toronto, ON
1K5K10K
Trail
Tally in the Valley Trail Race 2026
Jul 25, 2026
Hamilton, Ontario
21K100 Miles
Trail
2026 Butter Tart Festival Race
Aug 8, 2026
Burlington, ON
1K5K3K
Trail
2026 Summer Sunset Series
Aug 27, 2026
Hamilton, ON
1K5K
Trail
2026 5 Peaks Trail Running Series: Albion Hills
Sep 5, 2026
Caledon, ON
Trail
2026 Summer Shores 5K/8K
Sep 7, 2026
Hamilton, ON
8K1K5K
Trail
2026 Don Doan Dash
Sep 13, 2026
Brampton, ON
5K10K
Trail
2026 PACE FOR THE DONKEYS 5k TRAIL RUN
Sep 27, 2026
Wellington County, ON
5K1K
Trail
Albion Ascent Trail Race 2026
Sep 27, 2026
Hamilton, ON
Trail
2026 5 Peaks Trail Running Series: Heart Lake
Oct 3, 2026
Brampton, ON
Trail
Sticks n' Stones Trail Race 2026
Oct 10, 2026
Hamilton, ON
25K53K5K26.5K+2
Trail
The Lost Valley Trail Race 2026
Oct 24, 2026
Dundas, ON
10K25K
Trail
2026 Haunted Hustle
Oct 25, 2026
Oakville, ON
5K10K1K