Massachusetts Obstacle Race Calendar 2025-2026

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Explore the best obstacle runs in Massachusetts for 2025-2026! Our updated list features 151 exciting races across the region. Find your next race in Massachusetts below and join the running community at these great events!

December 2025
Dec
7
Sunday

Woo Jingle 5K

5 km
Dec
7-8
Su - Mo

Jingle Bell Half Marathon

5 km 13 mi
Dec
7
Sunday

Medfield Foundation Angel Run

5 km
Dec
14
Sunday

Somerville Jingle Bell Run

5 km
January 2026
Jan
1
Thursday

New Year's Day Hangover Classic

5 km 10 km
February 2026
Feb
7-8
Sa - Su

Tarctic Frozen Yeti

Trail Run 15 mi 30 hr
Feb
14
Saturday

MV Winter Classic 20 Miler

10 mi 20 mi
March 2026
Mar
1
Sunday

Hyannis Marathon

10 km 13 mi 26 mi
April 2026
Apr
11
Saturday

Merrimack River Trail Race

Trail Run 10 mi
Apr
25
Saturday

TARC Spring Classic

Trail Run 10 km 13 mi 26 mi 50 km
Apr
26
Sunday

James Joyce Ramble 10 Km

10 km
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