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Running Calendar near Winchendon 2025-2026

Explore the top running races near Winchendon for 2025-2026! We've gathered 22 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
October 2025
Oct
4
Saturday

Heroes Live Forever Memorial Road Race

5 km
Oct
4
Saturday

The Great River Challenge

Triathlon
Oct
4
Saturday

Eddie Collins 5K Charity Road Race

5 km
Oct
5
Sunday

Groton Town Forest Trail Races

Trail Run 3 mi 9 mi
Oct
5
Sunday

Davis Hill Dragon Dash

5 km
Oct
11
Saturday

Dunstable Dash 5K

5 km
Oct
11
Saturday

Mahar Cancer Fund Run/Walk 5K

5 km
Oct
18
Saturday

Abby's House Hybrid 5K Run/Walk

5 km
Oct
19
Sunday

Miles for Myles

5 km
Oct
26
Sunday

South Lancaster Academy 5K

5 km
Oct
26
Sunday

Run for the Hills - Harvard

Trail Run 5 km
November 2025
Nov
2
Sunday

Running to Class 5K

5 km
Nov
8
Saturday

Orange Turkey Trot

5 km
Nov
8
Saturday

Race for DFL

Trail Run 4 mi 6 hr 12 hr 24 hr
Nov
9
Sunday

Journey Home Road Race

5 km 10 km
Nov
22
Saturday

Roadtown Turkey Trot

5 km
Nov
27
Thursday

Holden Turkey Trot

5 km
Nov
27
Thursday

Ayer Fire Department Thanksgiving Day 5K

3 mi
May 2026
May
9
Saturday

Tarc Wapack and Back

Trail Run 22 mi 43 mi 50 mi
June 2026
Jun
27-28
Sa - Su

New England Spartan Event Weekend

Obstacle Run 5 km 10 km 4 hr
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