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Obstacle Race Calendar near Boston 2025-2026

Explore the top obstacle runs near Boston for 2025-2026! We've gathered 58 exciting races in the area. Check out our detailed list below to find your next local race.

November 2025
Nov
2
Sunday

Cambridge Half Marathon

13 mi
Nov
8-9
Sa - Su

Fenway Spartan Stadion Event Weekend

Obstacle Run 5 km
Nov
8
Saturday

DAV 5K

5 km
Nov
9
Sunday

Boston River Run

5 km
Nov
22
Saturday

Rachel's Run

5 km
Nov
27
Thursday

Hingham Turkey Trot

5 km
Nov
30
Sunday

Tough 10 Turkey Trot

5 mi 10 mi
December 2025
Dec
6
Saturday

Winter Lights 5K

5 km
Dec
6
Saturday

TARC Winter Classic

Trail Run 8 mi 32 mi 40 mi
Dec
7
Sunday

Happy Holidays Half Merrython

5 km 13 mi
Dec
7
Sunday

Winter Classic

5 km
Dec
7-8
Su - Mo

Jingle Bell Half Marathon

5 km 13 mi
Dec
7
Sunday

Medfield Foundation Angel Run

5 km
February 2026
Feb
7-8
Sa - Su

Tarctic Frozen Yeti

Trail Run 15 mi 30 hr
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