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Obstacle Race Calendar near Terryville 2025-2026

Explore the top obstacle runs near Terryville for 2025-2026! We've gathered 82 exciting races in the area. Check out our detailed list below to find your next local race.

April 2026
Apr
25
Saturday

Shane Kinsella Memorial Run/Walk

2 mi 5 mi
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
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

Run Ragged Last One Standing

Backyard Ultra 3 mi
May
24
Sunday

Mine Hill Half Marathon

Trail Run Half Marathon
June 2026
Jun
4-7
Th - Su

Ironhike Endurance Series - Spring

Trail Run 15 mi 28 mi ... 100 mi 152 mi
Jun
13
Saturday

Norbrook Farm Brewery Trail Festival

Trail Run 5 km 10 km 4 hr
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
July 2026
Jul
4
Saturday

John Demille Firecracker 8K

8 km
Jul
11
Saturday

Litchfield Hills Triathlon

Triathlon
September 2026
Sep
7
Monday

Faxon Law New Haven Road Race

5 km 20 km Half Marathon
Sep
13
Sunday

Macedonia Trail Race

Trail Run 12 km 25 km 50 km
Sep
20
Sunday

Murray Lender Bagel Run 5K

2 mi 5 km
Sep
26
Saturday

Pies & Pub TaTa Trot 5k

5 km
October 2026
Oct
1-4
Th - Su

IronHike Endurance Series

Trail Run 61 mi
Oct
3-4
Sa - Su

Iron Hike - Kuwohi Trail Marathon Plus Relay

Trail Run 28 mi
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