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Running calendar near Winsted 2025-2026

Explore the top running races near Winsted for 2025-2026! We've gathered 30 exciting races in the area. Check out our detailed list below to find your next local race.

October 2025
Oct
2-5
Th - Su

IronHike Endurance Series

Trail Run 15 mi 28 mi ... 61 mi 152 mi
Oct
5
Sunday

Run Stanley

5 km
Oct
11
Saturday

Hartland Harvest Run

3 km 5 km
Oct
11
Saturday

Hartford Marathon

5 km 13 mi 26 mi
Oct
12
Sunday

Mohawk Mountain Race

Trail Run 5 km 10 km 13 mi 26 mi
Oct
18
Saturday

The Little Guild Run & Wag 5K

5 km
Oct
25
Saturday

Donny's Dash

5 km
Oct
25
Saturday

Book It for Books 10k

Trail Run 5 km 10 km
Oct
26
Sunday

Black Dog Road Race

5 km 10 km
November 2025
Nov
8
Saturday

Robert J. Lynes Memorial Road Race

5 km
Nov
8
Saturday

Hot COCO 5K

5 km
Nov
15
Saturday

Hillacious Half Marathon

4 mi 13 mi
Nov
22
Saturday

Fall Fling

Trail Run 4 mi 6 hr
December 2025
Dec
6
Saturday

Santa Made Me Do It

2 mi 5 km 4 mi
Dec
7
Sunday

Cla Blue Back Mitten Run

5 km
Dec
13
Saturday

North Canaan Santa Chase 5K

5 km
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