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Trail Running Calendar near Westborough 2026-2027

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Explore the top trail runs near Westborough for 2026-2027! We've gathered 31 exciting races in the area. Check out our detailed list below to find your next local race.

November 2026
Nov
8
Su

Upton Half Marathon Trail Race

Trail Run 11 km Half Marathon
Nov
8
Su

Thompson Turkey Trot

Trail Run 5 km
Nov
15
Su

GFRC Busa Bushwhack Trail Races

Trail Run 5 mi 10 mi
Nov
21
Sa

Rachel's Run

Trail Run 5 km
February 2027
Feb
6-7
Sa - Su

Tarctic Frozen Yeti

Trail Run 15 mi
Monthly updates for Westborough

Get new running races (and updates) in your inbox every month.
March 2027
Mar
14
Su

F.I.T. 'Rock Trail Race

Trail Run 5 km 5 mi 8 mi
April 2027
Apr
3
Sa

Run Across CT

Trail Run 100 km 123 mi 200 km
Apr
24
Sa

TARC Spring Classic

Trail Run 10 km Half Marathon Marathon 50 km
May 2027
May
8
Sa

Tarc Wapack and Back

Trail Run 22 mi 43 mi 50 mi
May
22
Sa

F.I.T King of the Hill

Trail Run
June 2027
Jun
5
Sa

F.I.T. 50k

Trail Run 50 km
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