New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 156 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 featuring a rugged half marathon and a steep 10K with substantial elevation gain and marked singletrack.
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.
On October 18, 2026 Many Lite at Letchworth State Park follows about 20.5 miles of trails through waterfalls and overlooks, with two aid stations, pace cutoffs, and a shuttle from the finish to the start.
Short trail races and kids runs from Luther Forest Tech Campus into 100 Acre Woods, with stone dust paths and proceeds supporting trail maintenance.
Experience the wilderness trails of Deerfield Town Park with a variety of trail races for all ages. Enjoy a professionally timed 5K or a community run while supporting the local food pantry in your favorite running costume.
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 runs at Hunt Hollow in Naples NY on 10/18/2026 include a 5.8K mountain course and a 3.1K family run, followed by a family-friendly festival with music and activities.
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 of 25km, 50km and 50 miles in Allegany State Park with USATF sanctioning, aid stations, race socks, and time cutoffs for each distance.
A community 5K and kids fun run in Massapequa Park on October 24, 2026, supporting mental health awareness among first responders.
Trail running at Muscoot Farm with a 5 mile race and two kids races on October 25, 2026 in Katonah, NY.
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.
Trail half marathon and 5K in the Hudson Highlands with a kids costume run and aid stations for the half.
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.
Out-and-back run from Dryden Creamery along the Dryden Rail Trail with a turnaround at the Spooky Cone, timed results and multiple costume and running awards.
Obstacle course weekend in New Hampton NY featuring Sprint 5 km, Super 10 km, kids races, workshops, and Hurricane Heat endurance events.
Trail ultramarathon weekend in Lagrangeville with 100k, 50k and 10k looped courses, UTMB Index status and continuous on-course aid.
A technical trail race at Moreau Lake State Park covering about 14 miles and 2700 feet of gain on marked singletrack with one aid station.
A Halloween trail event in Rosendale with a timed 5k, a 2k walk and a free 1k kids run at Fifth Lake Hudson Valley.