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Trail Running Calendar near Woodbridge 2025-2026

Explore the top trail runs near Woodbridge for 2025-2026! We've gathered 61 exciting races in the area. Check out our detailed list below to find your next local race.

November 2025
Nov
8
Saturday

Robert J. Lynes Memorial Road Race

5 km
Nov
8
Saturday

Hot COCO 5K

5 km
Nov
9
Sunday

Colony Grill 'Hot Oil' 5K

5 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
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

Santa Made Me Do It

2 mi 5 km 4 mi
Dec
7
Sunday

Christopher Martin's Christmas Run

5 km
Dec
13
Saturday

Frosty Forest 5K

Trail Run 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
May 2026
May
3
Sunday

Edmund Ganem Memorial 5K Run/Walk

5 km
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