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Trail Running Calendar near Sherborn 2026-2027

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Explore the top trail runs near Sherborn for 2026-2027! We've gathered 36 exciting races in the area. Check out our detailed list below to find your next local race.

October 2026
Oct
25
Su

Run for the Hills - Harvard

Trail Run 5 km
Oct
25
Su

Stairs4RTroops Gillette Stadium

Urban Trail 5 km
November 2026
Nov
7
Sa

The Next Loop - New England

Trail Run 5 km 10 km ... 45 km 50 km
Nov
7
Sa

Fall Frolic 8HR - Hingham

Trail Run Backyard Ultra 4 mi
Nov
8
Su

Upton Half Marathon Trail Race

Trail Run 11 km Half Marathon
Monthly updates for Sherborn

Get new running races (and updates) in your inbox every month.
Nov
14
Sa

Trailblaze 5 Miler

Trail Run 3 mi 5 mi
Nov
15
Su

GFRC Busa Bushwhack Trail Races

Trail Run 5 mi 10 mi
December 2026
Dec
5
Sa

TARC Winter Classic

Trail Run 8 mi 32 mi 40 mi
Dec
12
Sa

Mount Hood Nutcracker Challenge

Trail Run 4 mi
February 2027
Feb
6-7
Sa - Su

Tarctic Frozen Yeti

Trail Run 15 mi
March 2027
Mar
14
Su

F.I.T. 'Rock Trail Race

Trail Run 5 km 5 mi 8 mi
April 2027
Apr
17
Sa

Spring Fever 5K | 5M | 8H

Trail Run 5 km 5 mi
Apr
24
Sa

TARC Spring Classic

Trail Run 10 km Half Marathon Marathon 50 km
May 2027
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
Jun
5
Sa

MammothMarch Boston

Trail Run
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