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Trail Running Calendar near New Fairfield 2025-2026

Explore the top trail runs near New Fairfield for 2025-2026! We've gathered 75 exciting races in the area. Check out our detailed list below to find your next local race.

November 2025
Nov
1-2
Sa - Su

Fall Back Into The Trails Series

Trail Run 10 km 50 km 100 km
Nov
1
Saturday

Folds of Honor Bethel Veteran's Day 5K

5 km
Nov
1
Saturday

Vicki Soto 5K

5 km
Nov
2
Sunday

8 Hours At The Farm

Trail Run 4 mi 4 hr 8 hr
Nov
2
Sunday

Run with the Saints

5 km
Nov
2
Sunday

Coach Mike Slinskey Celebration of Life 5k

5 km
Nov
2
Sunday

Woodbridge Trail Run

Trail Run 2 mi 4 mi
Nov
8
Saturday

Roxbury Marathon

Half Marathon Marathon 50 km
Nov
8
Saturday

Beacon Bonfire 10k

Trail Run 10 km
Nov
8
Saturday

Town of Newburgh Post to Post Run

5 km
Nov
9
Sunday

Colony Grill 'Hot Oil' 5K

5 km
Nov
9
Sunday

Raven Rocks 10k

Trail Run 10 km
Nov
9
Sunday

Schaghticoke 8.5 Miler

9 mi
Nov
9
Sunday

Taconic Road Runners FDR Park Cross County Run

Trail Run 6 km
Nov
9
Sunday

The Dave Driscoll Age Before Beauty 5K Cross-Country Race

Trail Run 5 km
Nov
9
Sunday

Diane Burr Memorial 5K

5 km
Nov
11
Tuesday

Honor Our Veterans 5k

5 km
Nov
15
Saturday

Hillacious Half Marathon

4 mi 13 mi
Nov
16
Sunday

Tarrywile Half Marathon

Trail Run 10 km Half Marathon Marathon
Nov
22
Saturday

Sargent Elementary Turkey Trot 5K

Trail Run 5 km
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