New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 153 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
Trail half marathon in New Rochelle running a single loop through five Westchester parks on mostly dirt shaded trails with frequent wildlife on October 11, 2026.
Pickle-themed Halloween obstacle event in Wallkill, NY with a 5K adult course and 1K kids course, themed medals, costumes encouraged, and a zip line finish.
Trail 5K run/walk at Blydenburgh County Park on October 11, 2026 with in-person and virtual options, a participant shirt, shaded trails, and age-group recognition.
A 5K event in Earlton on October 11, 2026 offering both road and trail 5K options plus student and combo entries, with proceeds to the Leukemia and Lymphoma Society.
A fall trail event at HoliMont in Ellicottville with a 5K downhill course, a kids mile on the mountaintop, lift access and a costume contest.
Run a 5K through the private 157 acre Rochester Rotary Sunshine Camp on a mix of dirt trails and paved paths. Enjoy the post race Beer Fest and support accessible camping for children with disabilities.
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 night race on a paved 2.06-mile out-and-back on the Lake Ontario State Parkway Trail with required headlamps and an all-night aid station.
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.
An inaugural 5k fun run on the golf course at The Fairways of Halfmoon in Mechanicville on October 17, 2026, presented by Capital Gate Insurance Group.
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..