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Obstacle Race Calendar near Monson 2025-2026

Explore the top obstacle runs near Monson for 2025-2026! We've gathered 36 exciting races in the area. Check out our detailed list below to find your next local race.

October 2025
Oct
18
Saturday

Tackle the Trail - Pomfret, CT

Trail Run 10 km 13 mi 26 mi
Oct
19
Sunday

Happy Valley Half Marathon

5 km 13 mi
Oct
25
Saturday

Book It for Books 10k

Trail Run 5 km 10 km
Oct
26
Sunday

Monson Memorial Classic Half Marathon

5 km 13 mi
November 2025
Nov
2
Sunday

Western Mass 10

5 km 10 mi
Nov
8
Saturday

CT Veterans Day Race

3 mi 4 mi
Nov
8
Saturday

Weekend Funrun Hartford 5K Run/Walk

5 km
Nov
8
Saturday

East Windsor Veterans Day 5K

5 km
Nov
9
Sunday

Husky Run & Ruck 10K

5 km 10 km
Nov
22
Saturday

Roadtown Turkey Trot

5 km
Nov
23
Sunday

Cleats On The Streets

5 km
Nov
27
Thursday

Holden Turkey Trot

5 km
Nov
27
Thursday

Manchester Road Race

4 mi
December 2025
Dec
7
Sunday

Woo Jingle 5K

5 km
April 2026
Apr
4-5
Sa - Su

Run Across CT

Trail Run 100 km 200 km
Apr
26
Sunday

Strides for Scholars

2 mi 5 km
June 2026
Jun
14
Sunday

Nipmuck South Trail Race

Trail Run 15 mi
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