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Trail Running Calendar near Mount Kisco 2026-2027

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Explore the top trail runs near Mount Kisco for 2026-2027! We've gathered 34 exciting races in the area. Check out our detailed list below to find your next local race.

August 2026
Aug
15
Sa

Fabulous Fahnestock Trail Races

Trail Run 6 mi 25 km 50 km
Aug
23
Su

Raptor Ridge

Trail Run 7 mi
September 2026
Sep
19
Sa

Hook Mountain Ultra

Trail Run 27 mi 50 mi
Sep
20
Su

Where the Pavement Ends Double Loop

Trail Run 4 mi 8 mi
Sep
26
Sa

Front Runners New York Cross Country 5K

Trail Run 5 km
Monthly updates for Mount Kisco

Get new running races (and updates) in your inbox every month.
Sep
27
Su

NYBG 5K Fun Run

Road Race Trail Run 3 mi
Sep
27
Su

NYRR Cross Country Series

Trail Run 5 km
October 2026
Oct
4
Su

4 in the Forest

Trail Run 4 mi
Oct
4
Su

Highlander Heavy Half

Trail Run 14 mi
Oct
4
Su

NYRR Cross Country Series

Trail Run 5 km
Oct
10
Sa

Gemstone Sparkle Sprint 5k

Trail Run 5 km
Oct
10
Sa

Rocky's 5K

Trail Run 5 km
Oct
11
Su

Paine to Pain Trail Half Marathon

Trail Run 13 mi
Oct
17
Sa

HHNC Meadows & Trails 5K

Trail Run 5 km
Oct
18
Su

Big Bear SquaTCh South

Trail Run 10 km 13 mi
Oct
25
Su

Run The Farm - Katonah

Trail Run 5 mi
Oct
25
Su

Castle to River Run

Trail Run 5 km Half Marathon
November 2026
Nov
1
Su

8 Hours At The Farm

Trail Run 5 km 4 mi
Nov
7
Sa

Pocantico Hills Marathon

Trail Run 13 mi 26 mi
Nov
8
Su

Raven Rocks Run

Trail Run 10 km 100 km
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