Connecticut Obstacle Race Calendar 2025-2026

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Explore the best obstacle runs in Connecticut for 2025-2026! Our updated list features 173 exciting races across the region. Find your next race in Connecticut below and join the running community at these great events!

November 2025
Nov
27
Thursday

The Joyce Allen Great Turkey Escape

5 km
Nov
27
Thursday

Branford Thanksgiving 5K

5 km
Nov
27
Thursday

Shoreline Turkey Trot 5K

5 km
Nov
27
Thursday

Manchester Road Race

4 mi
Nov
27
Thursday

Roxbury Thanksgiving Day Charity Race

Trail Run 5 km
Nov
27
Thursday

Newtown Turkey Trot

5 km
Nov
29
Saturday

ODO Gobbler Run

5 km 5 mi
December 2025
Dec
6
Saturday

Tower Tag Challenge

Trail Run 4 hr 8 hr
Dec
6
Saturday

Norwich Winterfest 5k

5 km
Dec
6
Saturday

Santa Made Me Do It

2 mi 5 km 4 mi
Dec
7
Sunday

Cla Blue Back Mitten Run

5 km
Dec
7
Sunday

Christopher Martin's Christmas Run

5 km
Dec
13
Saturday

Frosty Forest 5K

Trail Run 5 km
Dec
13
Saturday

North Canaan Santa Chase 5K

5 km
Dec
13
Saturday

Niantic Jingle 5K

5 km
January 2026
Jan
1
Thursday

Brookfield Lions Run for Sight

4 mi
Jan
3
Saturday

Kelley's Pace Frostbite

5 mi
Jan
11
Sunday

HTC Winter Series Barkhamsted 17 Mile

8 mi 17 mi
February 2026
Feb
22
Sunday

Lake Waramaug Polar Bear Run

7 mi
March 2026
Mar
1
Sunday

ShamRock & Roll 5K

5 km
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