New York · Trail
Trail Races in New York
New York currently has 15 upcoming trail races with a confirmed date listed in RaceRove. Cross River, Naples, Mendon and Chittenango have the most.
Among them, 5 offer a 5K, 2 a 10K, 5 a half marathon, 1 a marathon and 5 an ultra distance (50K and beyond, or a timed race). An event with several distances counts once for each.
November (5), September (3) and December (2) are the busiest months for trail races here. Another 21 annual trail races are waiting for next year's date to be announced.
This page is the same for everyone, so it can't know where you are. Open the race search from here, which starts with New York's trail races, and set its Near filter to your city to keep only the ones around you.
- Upcoming, date confirmed
- 15
- Active listings
- 36
- Cities with trail races
- 32
Upcoming trail races in New York
All 15 with a confirmed date, soonest first.
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Winona Forest's Chase The Day Trail UltraMannsville, NY3-Person Team24-Hour Trail12 Hour Trail Ultra6 Hour Trail Ultra ~120 runners
Dates come from each race's own listing. Always confirm on the organiser's site before you book travel.
Largest trail races in New York
By estimated field size across all distances at the event.
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Paine to Pain Trail Half MarathonNew Rochelle, NY Usually held in October · next date not announcedHalf Marathon ~8,737 runners
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Sunshine Camp Trail Mix & Beer FestRush, NY Usually held in October · next date not announced5K ~2,400 runners
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Hopson Trail Runs - Give Cancer The BirdHoneoye, NY Usually held in October · next date not announced5K9K ~573 runners
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Winona Forest's Chase The Day Trail UltraMannsville, NY3-Person Team24-Hour Trail12 Hour Trail Ultra6 Hour Trail Ultra ~120 runners
Trail ultramarathons in New York
Trail races with a distance of 50K or more, a fixed-time format, or billed as an ultra (the race search's Ultra filter): confirmed dates first, soonest first.
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Winona Forest's Chase The Day Trail UltraMannsville, NY3-Person Team24-Hour Trail12 Hour Trail Ultra6 Hour Trail Ultra ~120 runners
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Fabulous Fahnestock Trail RacesCold Spring, NY Usually held in August · next date not announced50K25K5.5 Miler
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Newbsanity Extreme Ravine Trail RaceBinghamton, NY Usually held in August · next date not announced5K15K50K
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Paul Smiths Trail Running FestivalPaul Smiths, NY Usually held in August · next date not announced6hrs3hrs1hrs
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Pawling 24 Hour Trail Running FestivalPawling, NY Usually held in September · next date not announced24hrs12hrs12hrs (Night Start)6hrs +1 more
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Ridge Reaper Trail RunsCross River, NY Usually held in August · next date not announced50 Miler50K25K
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Trail Fest 2026 @ Tilden Hill FarmVerona, NY Usually held in August · next date not announced3 Hour6 Hour10 Hour
When trail races happen in New York
- February
- 1 upcoming trail race
- April
- 1 upcoming trail race
- May
- 1 upcoming trail race
- June
- 1 upcoming trail race
- August
- 1 upcoming trail race
- September
- 3 upcoming trail races
- November
- 5 upcoming trail races
- December
- 2 upcoming trail races
New York cities with the most trail races
- Cross River
- 2 upcoming trail races
- Naples
- 2 upcoming trail races
- Mendon
- 1 upcoming trail race
- Chittenango
- 1 upcoming trail race
- Fabius
- 1 upcoming trail race
- Honeoye Falls
- 1 upcoming trail race
- Mannsville
- 1 upcoming trail race
- New York
- 1 upcoming trail race
Annual trail races awaiting their next date
These trail races are held every year, but the next date isn't in the listing yet. The month shown is when each is usually held.
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Paine to Pain Trail Half MarathonNew Rochelle, NY Usually held in October · next date not announcedHalf Marathon ~8,737 runners
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Sunshine Camp Trail Mix & Beer FestRush, NY Usually held in October · next date not announced5K ~2,400 runners
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Hopson Trail Runs - Give Cancer The BirdHoneoye, NY Usually held in October · next date not announced5K9K ~573 runners
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Camphill Village 5K Trail and Fun RunCopake, NY Usually held in September · next date not announced5K
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Cat's Tail Trail MarathonShandaken, NY Usually held in September · next date not announcedMarathon26 Miler
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Churney Gurney 5 Mile Trail RaceQueensbury, NY Usually held in August · next date not announced5 Miles
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Fabulous Fahnestock Trail RacesCold Spring, NY Usually held in August · next date not announced50K25K5.5 Miler
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Great Swamp Conservancy 5k Trail RunCanastota, NY Usually held in October · next date not announced5K
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Live Well Community Wellness 5K- Greenway TrailDolgeville, NY Usually held in September · next date not announced5K
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Mill to Mill 5K/10K (Keuka Outlet Trail)Penn Yan, NY Usually held in September · next date not announced10K5K
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Newbsanity Extreme Ravine Trail RaceBinghamton, NY Usually held in August · next date not announced5K15K50K
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Paul Smiths Trail Running FestivalPaul Smiths, NY Usually held in August · next date not announced6hrs3hrs1hrs
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Pawling 24 Hour Trail Running FestivalPawling, NY Usually held in September · next date not announced24hrs12hrs12hrs (Night Start)6hrs +1 more
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Ridge Reaper Trail RunsCross River, NY Usually held in August · next date not announced50 Miler50K25K
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Seize the Day: Amer’s Epilepsy Trail Race 5K/10K and One Mile Walk/Fun RunMendon, NY Usually held in August · next date not announced5K10K1 Mile
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Trail Fest 2026 @ Tilden Hill FarmVerona, NY Usually held in August · next date not announced3 Hour6 Hour10 Hour
More ways to browse New York
Trail races in nearby states
How RaceRove picks trail races
A race is on these pages when its name, its list of distances or its listing's notes say "trail". That is the rule the Trail filter in RaceRove's race search uses, so a race is a trail race on both or on neither. A race on dirt roads or mountain paths that doesn't call itself a trail race isn't counted, and neither is one whose only mention of a trail is in its description.
Trail races come in every length, from a few miles in a city park to 100 miles in the mountains. Off the road, the same distance usually takes longer: read each race's course description for its climbing, its footing and any cut-off times before you register, and plan your pace from those rather than from a road time.
Mud runs and obstacle races aren't a category of their own in RaceRove; one is on these pages only when its listing says trail. To get ready for one, the obstacle course race training guide covers Spartan, Tough Mudder and mud-run preparation. Thinking about a first ultramarathon? The ultramarathon and trail training plans run from 50K to 100 miles, and the Ultra Classics list gathers the best-known ultras.
Guides from the RaceRove blog
- 9 min read Obstacle Course Race Training: How to Prepare for Spartan Race, Tough Mudder and Mud Runs How OCR training differs from a running plan: building grip strength, upper-body pulling power and running fitness for Spartan Race, Tough Mudder and local mud runs.
- 9 min read Ultramarathon and Trail Training Plans: 50K to 100 Miles How ultra training differs from marathon training, phase-by-phase 50K and 100-mile plans, gear and fueling basics, and how to pick your first ultramarathon.
- Blog All guides Planning advice for finding, choosing and travelling to races.
Trail Races in New York: common questions
- How many trail races are there in New York?
- RaceRove currently lists 15 upcoming trail races in New York with a confirmed date, plus 21 annual trail races whose next date hasn't been announced yet.
- What counts as a trail race on RaceRove?
- A race whose name, list of distances or listing notes say "trail": the same rule as the Trail filter in RaceRove's race search, so a race is a trail race on both or on neither. A race whose only mention of a trail is in its description isn't counted, and neither is one on dirt roads or mountain paths that doesn't call itself a trail race.
- Which New York cities have the most trail races?
- By upcoming trail races listed in RaceRove: Cross River (2), Naples (2), Mendon (1), Chittenango (1) and Fabius (1).
- When is trail race season in New York?
- Of the upcoming trail races listed, the busiest months are November (5), September (3) and December (2).
- What is the biggest trail race in New York?
- By estimated field size, the largest trail race listed in New York is the Paine to Pain Trail Half Marathon, with about 8,737 runners across all of its distances.
- Are there trail ultramarathons in New York?
- Yes: 5 upcoming trail races in New York with a distance of 50K or more, a fixed-time format, or billed as an ultra (the race search's Ultra filter).
- How do I find trail runs near me in New York?
- Open the race search from this page: it starts with New York's trail races. Set its Near filter to your city and how far you'll travel, and only the ones around you are left. This page can't see where you are.
Search every trail race in New York
The race search with this state and its Trail filter on: set Near to your city and a radius, then narrow by month, distance and field size.