New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 148 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
October 2026
Technical trail races in Harriman State Park with a half marathon and 10K, capped at 200 participants and co-hosted with the New York New Jersey Trail Conference.
Trail and road events in Wellsville NY on October 18 2026 feature distances from 2 miles to 25 kilometers plus a virtual Home Edition. Courses include forest trails, steep climbs, aid stations and bus shuttles to trailheads.
A 20 mile trail race through Letchworth State Park on October 18, 2026, featuring waterfalls, overlooks, two ultra style aid stations and a cupless policy. The first 6 miles must be completed within two hours.
Short trail races and kids runs from Luther Forest Tech Campus into 100 Acre Woods, with stone dust paths and proceeds supporting trail maintenance.
Trail event at Deerfield Town Park with a kids quarter mile, community 1.5 mile, and a professionally timed 5K featuring shirts, awards, and volunteer options.
Hopson Trail Runs in Honeoye offers scenic fall trail routes of 5K and 9K through WoodsEdge Retreat and Sandy Bottom Park. The event supports Embrace Your Sisters and includes a post race gathering at Birdhouse Brewery with music and a complimentary..
Trail events at Hunt Hollow in Naples NY include a 5.8K course with climbs and a 3.1K family run, followed by a Colorfest celebration with music, chairlift and hay rides.
A Halloween-themed team scavenger hunt run at DeWolfe Brewing in Victor on October 22, 2026, where teams complete checkpoints, post photos to earn points, and can earn bonus points.
Trail races in Allegany State Park near Salamanca NY offering 50 mile, 50 km and 25 km distances, aid stations, USATF sanction and UTMB Index status.
Outrun the Stigma 5K Run/Walk in Massapequa Park on October 24, 2026 features a 5K and kids fun run with medals, awards, photos and an after party.
Trail event at Muscoot Farm on Oct 25, 2026 with a 5 mile race, two kids races, Farm Bucks and medals for young finishers.
A 5K Run / Walk and Kids Fun Run at Hallock State Park on October 25, 2026, with a virtual 5K option. Proceeds support the Long Island Greenway and include a post-race wine crawl with vendor specials for participants 21 and over.
Autumn races in Garrison NY featuring a half marathon, 5K and a 3/4 mile kids run with a course through Hudson Highlands and past Osborn Castle.
Celebrate Halloween with a 5K trail run or a kids fun run at Green Lakes State Park featuring costumes candy and a festive trunk or treat session.
A community fundraiser at The Y at Watson Woods on 10/25/2026 featuring a two hour lap-based trail race, raffle tickets, a chili cookoff and a costume contest.
A community 5K Run/Walk and free 1K Kids Run at Forest Park, Queens on October 25, 2026 with T-shirts, a limited 10th anniversary medal, and post-race coffee and cake.
An out and back run from Dryden Creamery along the Dryden Rail Trail with timing, finisher treats, costume awards and family registration options.
Obstacle course weekend in New Hampton NY featuring Sprint 5 km, Super 10 km, kids races, workshops, and Hurricane Heat endurance events.
Trail races at Red Wing Recreation Area Oct 31 to Nov 1 2026 offering 100k, 50k and 10k looped courses with aid stations and finisher medals.
A trail half marathon in Moreau Lake State Park covering roughly 14 miles of technical singletrack with about 2700 feet of climb and one aid station at Bonita Lake.