Trail RunningNew York
Trail Running in New York
Browse upcoming amateur trail running events and compare dates, locations, and popularity. in New York.
Upcoming dates New York Community-rated events
Events listed
87
Sport
Trail Running
Area
New York
Radius
350 km
This calendar in numbers
This calendar currently lists 87 upcoming events, from Sep 25, 2026 to Apr 24, 2027. October is the busiest month, with 41 events scheduled. Events are spread across 78 different locations; Cornwall hosts the most (7). Course distances range from 1.6 km to 50 km.
Browse all 87 events by date
September 2026
- Finger Lakes Festival of Races Sep 25
- Finger Lakes Festival of Trail Races Sep 25
- 5K Pumpkin Run & Munchkin Mile Sep 26
- APDA Rhode Island Optimism Walk & 5k Fun Run Sep 26
- Jack-O-Lantern 5K and 10K Sep 26
- Ocean State 5K Trail Run Sep 26
- Port Jervis Stone Challenge 5 Sep 26
- The Cat’s Tail – Catskill Trail Marathon Sep 26
- Hit the Trail Vermont 2026 Sep 27
- Shelburne Farms 5K Sep 27
October 2026
- Iron Hike - Fall Answer the Bell Ultra Trail Marathon - Full (Backyard Ultra Format) - 100+ Miles | 50,400' Elevation | 84-Hour | Run, Hike or Walk Oct 1
- Iron Hike - Fall Everest / 29029 Everesting Ultra Trail Marathon - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or Walk Oct 1
- Iron Hike - Fall Everest / 29029 Everesting Ultra Trail Marathon Relay - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or Walk Oct 1
- Iron Hike - Fall Olympus Mons Ultra Trail Marathon - powered by Skratch Labs ® - 152+ Miles | 72,590' Elevation | 84-Hour | Run, Hike or Walk Oct 1
- Iron Hike - Fall Olympus Mons Ultra Trail Marathon Relay - powered by Skratch Labs ® - 152+ Miles | 72,590' Elevation | 84-Hour | Run, Hike or Walk Oct 1
- Iron Hike - Fall Denali Ultra Trail Marathon - 43+ Miles | 20,825' Elevation | 48-Hour | Run, Hike or Walk Oct 2
- Iron Hike - Fall Denali Ultra Trail Marathon Relay - 43+ Miles | 20,825' Elevation | 48-Hour | Run, Hike or Walk Oct 2
- Waggoner JH XC Invitational Oct 2
- Amy's Adventure Race for the Lake Oct 3
- Miles for Moms Oct 3
- Rail Trail 10K Race Oct 3
- 4 in the Forest Presented by Peace, Love, Trails Oct 4
- Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge Oct 4
- Oktoberfest 5K Run Trail Race @ Boal City Brewing Oct 4
- Danby Down and Dirty Trail Race Oct 10
- Dash & Dine 5K Oct 10
- Downriver Rail Run Oct 10
- Lehigh Gap Nature Center More or Less a 10K Trail Run Oct 10
- Ridgeview Farm Brew Run 5k Oct 10
- Evansburg Challenge Trail Run Oct 11
- Paine to Pain Trail Half Marathon Oct 11
- Vulcan's Fury Trail Race Oct 11
- Tackle the Trail Oct 17
- TARC Ghost Trail Rail Trail Race Oct 17
- Trapp Lodge Mountain Marathon Oct 17
- Vineyard at Hershey Haunted Wine Run 5k Oct 17
- Baystate Marathon Oct 18
- Big Bear SquaTCh South Half Marathon Oct 18
- OctoberFast 5K Trail Run Oct 18
- Spartan Trail Croatia 2026 Oct 22
- ASP's Franconia Notch Half Marathon Oct 24
- Cheshire Community YMCA Harvest Trail Race and Y Cup Relay Oct 24
- Mt Tom Trail Race Oct 24
- Patapsco Valley 50K & 25K Oct 24
- Womp Romp Trail Race Oct 24
- Adams County Winery Haunted Wine Run 5k Oct 25
- Dark Sky 220 Oct 25
- Ghostly Gallop Trail 5K Oct 25
- Powisset Farm Trail Run (Fall) Oct 25
- Cherry Springs 110 Oct 28
- Fall Back Into the Trails Oct 31
November 2026
- "Gulliver's Run" Nov 1
- 8 Hours at the Farm Nov 1
- Fire on the Mountain Nov 1
- Mendon Trail Run Nov 7
- Race for DFL Nov 7
- The Hamsterwheel Nov 7
- The View Trail Race Nov 7
- TARCkey Trot 6 Hour Ultra Nov 14
- D&L RaceFest presented by St. Luke's Nov 15
- Fat Ass Trail Run Nov 15
- Tarrywile Half Marathon Nov 15
- Mount Ascutney Vertical Backyard Nov 21
- FEAR Trail Fest 5 Miler Nov 22
- Westchester Turkey Trot Nov 26
- Willamstown Turkey Trot Nov 26
- NCR Marathon and Half Marathon Nov 28
- Squatchy Leftovers Nov 28
December 2026
- Krampuslauf Dec 5
- TARC WINTER Classic Fells Reservation Dec 5
- Egg Nog Slog 1 Mile All Star Classic Dec 6
- 0 Degree Winter Trail Festival Dec 12
- 9th Naked Nick 50 km Race Dec 13
- Frosty Forest 5K Dec 19
- Naked Nick Dec 19
January 2027
February 2027
- TARCtic Frozen Yeti Trail Races Feb 6
- Squatchy Onesiefest 5K Feb 14
- Peak Snowshoe Race Feb 19
March 2027
- Livingston Oval Ultra Mar 6
- Squatchapple Mar 6