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Obstacle Race Calendar near Canaan 2025-2026

Explore the top obstacle runs near Canaan for 2025-2026! We've gathered 31 exciting races in the area. Check out our detailed list below to find your next local race.

September 2025
Sep
21
Sunday

Angevine Farm Trail Festival

Trail Run 5 km 13 mi 8 hr
Sep
27
Saturday

The River Run - Simsbury, CT

5 km 10 km
October 2025
Oct
2-5
Th - Su

IronHike Endurance Series

Trail Run 15 mi 28 mi ... 61 mi 152 mi
Oct
11
Saturday

Hartland Harvest Run

3 km 5 km
Oct
12
Sunday

Mohawk Mountain Race

Trail Run 5 km 10 km 13 mi 26 mi
Oct
18
Saturday

The Little Guild Run & Wag 5K

5 km
Oct
25
Saturday

Donny's Dash

5 km
November 2025
Nov
15
Saturday

Hillacious Half Marathon

4 mi 13 mi
December 2025
Dec
6
Saturday

Santa Made Me Do It

2 mi 5 km 4 mi
Dec
13
Saturday

North Canaan Santa Chase 5K

5 km
April 2026
Apr
26
Sunday

Jack Bristol Lake Waramaug Ultra Races

Trail Run 50 km 50 mi 100 km
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