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Trail Running in New York

New York has 26 upcoming trail-running races scheduled for 2026. Most of the calendar falls in the warmer months: 18 of 26 races (69%) take place between May and September, with June (6 events) the busiest month. No single city dominates the calendar. Mendon leads with 3 races, followed by Penn Yan (2), New York City (2), and Gansevoort (1). The remaining 69% of the calendar is spread across smaller cities.

Trail-running races by month in New York

Jun (6) · Aug (6) · Oct (5) · Sep (4) · Jul (2) · Nov (2) · Apr (1)

Showing 24 of 26

Mendon Mauler Trail Races - 4 or 8 Miler
Trail Running

Mendon Mauler Trail Races - 4 or 8 Miler

June 12, 2026
Mendon, NY

Trail Running

Mendon Mauler Trail Run

Mendon, NY

Trail Running

Mendon Mauler Trail Run

June 13, 2026
Mendon, NY
Camp Saratoga 5K Trail Series
Trail Running

Camp Saratoga 5K Trail Series

June 22, 2026
Gansevoort, NY
EDRRC - Pawling Moonlight Trail Run 5K
Trail Running

EDRRC - Pawling Moonlight Trail Run 5K

June 27, 2026
Pawling, NY
Fleet Feet Golden Hour Trail Party with HOKA
Trail Running

Fleet Feet Golden Hour Trail Party with HOKA

June 28, 2026
Victor, NY
Fork In The Trail 5k Presented By Peace, Love, Trails
Trail Running

Fork In The Trail 5k Presented By Peace, Love, Trails

June 28, 2026
Bedford, NY
Beyond the Call - Trail Challenge
Trail Running

Beyond the Call - Trail Challenge

July 12, 2026
Watkins Glen, NY
Keuka Outlet Trail Half Marathon & 10K
Trail Running

Keuka Outlet Trail Half Marathon & 10K

July 18, 2026
Penn Yan, NY
Churney Gurney 5 Mile Trail Race
Trail Running

Churney Gurney 5 Mile Trail Race

August 1, 2026
Queensbury, NY
Newbsanity Extreme Ravine Trail Race
Trail Running

Newbsanity Extreme Ravine Trail Race

August 1, 2026
Binghamton, NY
5th Annual Seize the Day: Amer’s Epilepsy Trail Race 5K/10K and One Mile Walk/Fun Run
Trail Running

5th Annual Seize the Day: Amer’s Epilepsy Trail Race 5K/10K and One Mile Walk/Fun Run

August 2, 2026
Mendon, NY
Trail Night NYC
Trail Running

Trail Night NYC

August 13, 2026
Richmond Hill, NY
Trail Fest 2026 @ Tilden Hill Farm
Trail Running

Trail Fest 2026 @ Tilden Hill Farm

August 15, 2026
Verona, NY
Heron Trail Run
Trail Running

Heron Trail Run

August 16, 2026
Panama, NY
Tour de Trail: NYC
Trail Running

Tour de Trail: NYC

September 5, 2026
New York, NY
Centaur Stride Trail Fun Run
Trail Running

Centaur Stride Trail Fun Run

September 12, 2026
Sherman, NY
Mill to Mill 5K/10K (Keuka Outlet Trail)
Trail Running

Mill to Mill 5K/10K (Keuka Outlet Trail)

September 19, 2026
Penn Yan, NY
Live Well Community Wellness 5K- Greenway Trail
Trail Running

Live Well Community Wellness 5K- Greenway Trail

September 27, 2026
Dolgeville, NY
Great Swamp Conservancy 5k Trail Run
Trail Running

Great Swamp Conservancy 5k Trail Run

October 4, 2026
Canastota, NY
Paine to Pain Trail Half Marathon
Trail Running

Paine to Pain Trail Half Marathon

October 11, 2026
New Rochelle, NY
Sunshine Camp Trail Mix & Beer Fest
Trail Running

Sunshine Camp Trail Mix & Beer Fest

October 16, 2026
Rush, NY
Hopson Trail Runs - Give Cancer The Bird
Trail Running

Hopson Trail Runs - Give Cancer The Bird

October 18, 2026
Honeoye, NY
Malta 2K, 3K, 5k Trail Race
Trail Running

Malta 2K, 3K, 5k Trail Race

October 18, 2026
Malta, NY
Clear Path 5k Trail Run
Trail Running

Clear Path 5k Trail Run

November 8, 2026
Chittenango, NY

Frequently asked questions

What is trail running?
Trail running takes place on unpaved surfaces like dirt paths, mountain trails, and forest roads. Distances range from 5K to 100+ miles. Trail running emphasizes scenery, elevation, and technical terrain over pace.
What shoes do I need for trail running?
Trail running shoes have aggressive lugs for traction, rock plates for protection, and a more durable outsole than road shoes. Popular brands include Hoka, Salomon, and Altra. Choose shoes based on your local terrain.
How is trail running different from road running?
Trail running involves more elevation change, uneven footing, and slower paces than road running. Expect to run 20-40% slower on trails compared to roads. The focus shifts from pace per mile to effort and time on feet.
What are the best trail running destinations in the US?
Colorado, California, Oregon, and Utah offer world-class trail running. Iconic areas include the Sierra Nevada, Rocky Mountains, Pacific Northwest forests, and Appalachian trails. Browse trail events by state on RACE.