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Running calendar near New Windsor 2025-2026

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

September 2025
Sep
13-14
Sa - Su

Pawling 24 Hour Trail Running Festival

Backyard Ultra 3 hr 6 hr 12 hr 24 hr
Sep
13-14
Sa - Su

Toughman

Triathlon
Sep
20-21
Sa - Su

Wild Goose Trail Festival

Trail Run 10 km 13 mi ... 100 mi 36 hr
Sep
21
Sunday

Gardiner Dump Run

Trail Run 5 km 10 km
October 2025
Oct
4
Saturday

Motivate 5K

5 km
Oct
5
Sunday

Empire State Half Marathon

5 km 13 mi
Oct
12
Sunday

Shawangunk Valley 5 Miler

5 mi
Oct
19
Sunday

Big Bear Squatchtoberfest

Trail Run 10 km 13 mi
Oct
19
Sunday

Run The Farm - Katonah

Trail Run 5 mi
Oct
26
Sunday

Sri Chinmoy Half Marathon

13 mi
November 2025
Nov
1-2
Sa - Su

Fall Back Into The Trails Series

Trail Run 10 km 50 km 100 km
Nov
9
Sunday

Raven Rocks 10k

Trail Run 10 km
Nov
30
Sunday

Rob's Trail Run

Trail Run 5 km
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