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Running calendar near Pawling 2025-2026

Explore the top running races near Pawling for 2025-2026! We've gathered 18 exciting races in the area. Check out our detailed list below to find your next local race.

October 2025
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
19
Sunday

Run The Farm - Katonah

Trail Run 5 mi
November 2025
Nov
1-2
Sa - Su

Fall Back Into The Trails Series

Trail Run 10 km 50 km 100 km
Nov
2
Sunday

8 Hours At The Farm

Trail Run 4 mi 4 hr 8 hr
Nov
2
Sunday

Tarrywile Half Marathon

Trail Run 10 km 13 mi 26 mi
Nov
9
Sunday

Raven Rocks 10k

Trail Run 10 km
Nov
15
Saturday

Hillacious Half Marathon

4 mi 13 mi
Nov
27
Thursday

Bethel Turkey Trot

5 km
Nov
27
Thursday

The Joyce Allen Great Turkey Escape

5 km
Nov
30
Sunday

Rob's Trail Run

Trail Run 5 km
December 2025
Dec
6
Saturday

Santa Made Me Do It

2 mi 5 km
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