New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 179 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
Multi day running weekend in Bay Shore, NY with marathon, half marathon, 10K, 5K, kids 1K, relay and a virtual 26.2 miles challenge.
A Halloween-themed 5K on the Lehigh Valley Trail in Mendon, NY with in-person and virtual options, a costume contest, prizes, and a post race brew.
A 12 hour fixed time race on a mostly flat 2.06 mile out and back paved trail at Lake Ontario State Parkway Trail, with night aid, packets, mileage tokens, and team options.
HHNC Meadows & Trails 5K is an off road 5K at Hudson Highlands Nature Center in Cornwall NY on 10/17/2026, featuring meadows, ponds, wooded trails and views of Black Rock Mountain. Entry is $35 and children under 18 run free.
Timed 6, 12, and 24 hour ultraruns on a flat 0.30 mile campground loop at Champs Campground & RV Park in Whitehall, NY, limited to 20 runners per division.
Two 5K trail races at Ganondagan State Historic Site in Victor NY with a canicross class and a dog friendly 5K, timed results, medals, and age group awards.
Night trail event at Dryer Road Park with a glow marked 5 mile course and a 1.5 mile fun run for kids and families on October 17, 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 race at Allegany State Park offering 50 miles, 50 km and 25 km on a looped course with two aid stations and multi hour cutoffs.
Outrun the Stigma 5K Run/Walk in Massapequa Park NY features a 3.1 mile mixed surface course, kids fun run, and finisher medals for adult 5K finishers.
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 and road 1/2 marathon, 5K, and kids 3/4 mile run in Garrison NY on October 25, 2026 supporting the Friends of Philipstown Recreation.