Wappingers Falls close

Trail Running Calendar near Wappingers Falls 2025-2026

Explore the top trail runs near Wappingers Falls for 2025-2026! We've gathered 33 exciting races in the area. Check out our detailed list below to find your next local race.

July 2025
Jul
6
Sunday

Red Wing Trail Challenge

Trail Run 15 km 60 km
Jul
12
Saturday

Pawling Triathlon

Triathlon
Jul
12
Saturday

EDRRC - Racing to Save Lives 10K

5 km 10 km
Jul
27
Sunday

Hilltopper Half Marathon

13 mi
August 2025
Aug
16
Saturday

Fabulous Fahnestock Trail Races

Trail Run 5 mi 25 km 50 km
Aug
17
Sunday

Millbrook Vineyards Wine Run 5k

5 km
September 2025
Sep
7
Sunday

Macedonia Trail Race

Trail Run 12 km 25 km 50 km
Sep
13
Saturday

Shawangunk Ridge Trail Run (SRT)

Trail Run 13 mi 30 mi 70 mi
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
21
Sunday

Gardiner Dump Run

Trail Run 5 km 10 km
October 2025
Oct
4
Saturday

Motivate 5K

5 km
Oct
12
Sunday

Shawangunk Valley 5 Miler

5 mi
Oct
18-19
Sa - Su

Tri-State New York Spartan Event Weekend

Obstacle Run 5 km 10 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
9
Sunday

Raven Rocks 10k

Trail Run 10 km
Nov
16
Sunday

Tarrywile Half Marathon

Trail Run 10 km 13 mi 26 mi
Nov
30
Sunday

Rob's Trail Run

Trail Run 5 km
Articles
Mizuno Wave Rider 28: Elevating the Legacy of a Running Icon
Garmin Forerunner Review: Garmin Forerunner Series
Stride with Confidence: A Comprehensive Guide to Saucony Running Shoes
Essential Running Form Techniques for Enhanced Performance and Injury Prevention