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Obstacle Race Calendar near Southbury 2025-2026

Explore the top obstacle runs near Southbury for 2025-2026! We've gathered 97 exciting races in the area. Check out our detailed list below to find your next local race.

April 2026
Apr
12
Sunday

Cheshire Road Race

5 km 13 mi
Apr
18
Saturday

Race for Your Mental Health

5 km
Apr
25
Saturday

Shane Kinsella Memorial Run/Walk

2 mi 5 mi
Apr
25
Saturday

Lake Mohegan Women's Trail Race

Trail Run 5 km 10 km 4 hr
Apr
25
Saturday

Deacon Chuck Dietsch Memorial 5K Run & Walk

5 km
Apr
26
Sunday

Jack Bristol Lake Waramaug Ultra Races

Trail Run 50 km 50 mi 100 km
Apr
26
Sunday

Leatherman's Loop

Trail Run 10 km
May 2026
May
3
Sunday

Edmund Ganem Memorial 5K Run/Walk

5 km
May
3
Sunday

The Blue 2 Blue Challenge

Trail Run 50 km
May
16
Saturday

Forgotten Forest Ultra Run - Stratford, CT

Backyard Ultra 9 hr
May
16
Saturday

Run Ragged Last One Standing

Backyard Ultra 3 mi
May
17
Sunday

BoFish Triathlon

Triathlon
May
17
Sunday

Spring Run the Farm

Trail Run 5 mi
May
24
Sunday

Mine Hill Half Marathon

Trail Run Half Marathon
May
31
Sunday

TriRidgefield Sprint Triathlon

Triathlon
June 2026
Jun
4-7
Th - Su

Ironhike Endurance Series - Spring

Trail Run 15 mi 28 mi ... 100 mi 152 mi
Jun
6-7
Sa - Su

Fairfield Road Races

5 km Half Marathon
Jun
13
Saturday

Gaylord Gauntlet

Obstacle Run 5 km
Jun
14
Sunday

Litchfield Hills Road Race

7 mi
Jun
21
Sunday

Branford Road Race

2 mi 5 mi
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