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
169
Sport
Trail Running
Area
New York
Radius
350 km
This calendar in numbers
This calendar currently lists 169 upcoming events, from Aug 14, 2026 to Apr 4, 2027. September is the busiest month, with 50 events scheduled. Events are spread across 143 different locations; Cornwall hosts the most (7). Course distances range from 1.6 km to 160.9 km.
Browse all 169 events by date
August 2026
- Jigger Johnson 50 Mile and 100K Aug 14
- 2nd Annual Rocky Hill 2M Run & Kids Run Aug 15
- All Out Trail Run Aug 15
- Beast of Burden 100 Aug 15
- Fabulous Fahnestock Trail Races Aug 15
- Fabulous Fahnestock Trail Races Aug 15
- Gettysburg BrewFest and Trail Run Aug 15
- Shenipsit Striders Summer Fatass Aug 15
- Trail Fest 2026 @ Tilden Hill Farm Aug 15
- Wanakee Wilderness 5K Aug 15
- Catch a Pig 5K Aug 16
- Climb It For Climate Aug 16
- Climb It For Climate Phase One: The Appalachian Trail Aug 16
- Mozo Double Up Aug 16
- Vermont Overland Trail Aug 16
- NJ XC Series Aug 18
- Dirt Cheap Trail Race Series – Race 4- Black Creek Park Aug 19
- Too Hot To Trot Aug 19
- Green Lakes Endurance Runs Aug 22
- Green Lakes Endurance Runs Aug 22
- Greenbelt’s Vineyard Hill Trail Run Aug 22
- Heart of Tioga Trail Race Aug 22
- Heart of Tioga Trail Run Aug 22
- Hyner Half Aug 22
- Jug End Loop Ultra Aug 22
- Jug End Loop Ultramarathon Aug 22
- Paul Smiths Trail Running Festival Aug 22
- Rail Trail 10-Miler Aug 22
- Tom LaMonica Memorial 5K Trail Run Aug 22
- Twisted Branch Trail Run Aug 22
- Twisted Branch Trail Run Aug 22
- Winona Forest Backyard Ultra Aug 22
- Black Diamond Express Half Marathon & 5K Aug 23
- Raptor Ridge Presented by Peace, Love, Trails Aug 23
- Thacher Park Trail Running Festival Aug 23
- All of the Above Trail Fest Aug 29
- Black Bear Trail Races Aug 29
- Black Bear Trail Races Aug 29
- Dirty Dozen 50K Aug 29
- Ocean State Ultra Aug 29
- Ocean State Ultra 6 hr | 12 hr | 100 mile Aug 29
- West Almond Trails Impact Run/Walk Aug 29
September 2026
- Run for Thorncroft & 1-Mile Move-As-You-Please Sep 3
- 2026 Ossining MATTERS Run-Walk for Education Fundraiser Sep 5
- First Light / Last Light A Common Trail Series #4 Labor Day Wellness Event Sep 5
- STRC Trailfest at Sugar Hill Sep 5
- TARC Fall Classic Sep 5
- Bear Trail Half Marathon & 10K Sep 6
- Run & Refuel Sep 6
- Wilcox Wild Sep 6
- Wilcox Wild Ultra Sep 6
- KingWood Ultras Sep 11
- Bear Brook Trail Races Sep 12
- Boulder Field 100 Sep 12
- Free to Run Trail Races Sep 12
- Ontario Summit Trail Races Sep 12
- Saucony Charlotte Covered Bridge 5K/10K & Half Marathon Sep 12
- Springfield Dam Run Sep 12
- SRT - Shawangunk Ridge Trail Run Sep 12
- The Cross-Connecticut Run for Mental Health Awareness Sep 12
- Macedonia Trail Race Sep 13
- WICKED FAST MARATHON & HALF MARATHON POCONOS Sep 13
- Corporate FunRun - New Jersey Sep 15
- The Fools' Ultra: Revenge of Champy Sep 15
- ACORN's Tour de Farms Sep 19
- Hook Mountain Ultra Sep 19
- Monster of Mazinaw Trail Race 2026 Sep 19
- Morgan Hill Trail Races Sep 19
- Mountain Creek Mayhem Sep 19
- Pawling 24 Hour Trail Running Festival Sep 19
- Pawling 24Hour Trail Running Festival Sep 19
- Paws Crossed Animal Rescue 5K Run/Walk Sep 19
- Ready, Set, Gold 5K Walk/8K Run Sep 19
- Susque Trail Run Sep 19
- Trails 4 Tails Sep 19
- Wild Goose Trail Festival Sep 19
- Cockaponsett Trails to a Cure Sep 20
- FIR 5K Sep 20
- Operation Delta Dog 5K Run to Rescue Sep 20
- Palisades Semi Marathon & 8K Trail Sep 20
- THE L8KES RUN - Presented by Charity For Children (Green Lakes State Park) Sep 20
- The Royal (multi) Mile Hill Run Sep 20
- Waterville Valley Mountain Race Sep 20
- Waterville Valley Mountain Race Sep 20
- Wild Goose Trail Festival Sep 20
- Finger Lakes Festival of 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
- 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
- Northumberland Turkey Trot Oct 12
- 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
- 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
- Gulliver’s Run Nov 1
- Mendon Trail Run Nov 7
- Race for DFL Nov 7
- The Hamsterwheel Nov 7
- The View Trail Race Nov 7
- NYC Trail Mix Nov 14
- TARCkey Trot 6 Hour Ultra Nov 14
- D&L RaceFest presented by St. Luke's Nov 15
- Fat Ass Trail Run Nov 15
- St. Lukes D&L RaceFest 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
- 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
- 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
- Squatchapple Mar 6