Connecticut Obstacle Race Calendar 2025-2026

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Explore the best obstacle runs in Connecticut for 2025-2026! Our updated list features 120 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

Bethel Turkey Trot

5 km
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
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
March 2026
Mar
28
Saturday

Savin Rock Marathon

13 mi 26 mi
Mar
29
Sunday

Sleeping Giant Trail Runs

Trail Run 25 km 50 km
April 2026
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
9
Saturday

Riverside Run 3 Mile

3 mi
May
17
Sunday

BoFish Triathlon

Triathlon
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