Connecticut Trail Running Calendar 2025-2026

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Explore the best trail runs in Connecticut for 2025-2026! Our updated list features 187 exciting races across the region. Find your next race in Connecticut below and join the running community at these great events!

November 2025
Nov
2
Sunday

8 Hours At The Farm

Trail Run 4 mi 4 hr 8 hr
Nov
2
Sunday

Lyman Orchards Pie Run

5 km 5 mi
Nov
8
Saturday

CT Veterans Day Race

3 mi 4 mi
Nov
8
Saturday

Robert J. Lynes Memorial Road Race

5 km
Nov
8
Saturday

Plainfield Salute the Troops 5k

5 km
Nov
8
Saturday

Hot COCO 5K

5 km
Nov
9
Sunday

Colony Grill 'Hot Oil' 5K

5 km
Nov
9
Sunday

Husky Run & Ruck 10K

5 km 10 km
Nov
15
Saturday

Hillacious Half Marathon

4 mi 13 mi
Nov
16
Sunday

Tarrywile Half Marathon

Trail Run 10 km 13 mi 26 mi
Nov
22
Saturday

Fall Fling

Trail Run 4 mi 6 hr
Nov
27
Thursday

Milford Turkey Trot

2 mi 3 mi
Nov
27
Thursday

Run Turkey Run Thanksgiving Day 5K

5 km
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
December 2025
Dec
6
Saturday

Tower Tag Challenge

Trail Run 3 mi
Dec
6
Saturday

Norwich Winterfest 5k

5 km
Dec
6
Saturday

Santa Made Me Do It

2 mi 5 km 4 mi
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