Trail Running Calendar New York 2025-2026

Take on the Tesla Hertz Run in Rocky Point NY with races from 10 miles up to 150 miles on scenic Long Island pine barrens trails. Generous cutoffs, lively aid stations, and night race options make this a welcome challenge for beginners and..

The Trailwagger is a running event held at Gilbert Lake State Park in Laurens, NY, featuring scenic trails and fall foliage. The race offers four divisions to accommodate various skill levels: a 3-mile run/walk on paved roads and trails, a..

Event details Rob's Trail Fest takes place on Saturday, October 11, 2025, in the Hemlock, NY area. The event offers three distances: Marathon 15K 5K All races start or finish at the south end of Canadice Lake, 6814-6894 Canadice Lake Rd,..

The Fall Scramble at Holiday Valley Resort in Ellicottville, NY, is an off-road running event featuring 4-mile and 8-mile race options. Held on the resort property, the race starts with a unique chairlift ride to the top of the hill. The 4-..

HoliTrot Fall Festival Trail Run : October 12, 2025, HoliMont The HoliTrot Fall Festival Trail Run is scheduled for October 12, 2025 at HoliMont in Ellicottville, NY. The event includes a kids race and a 5K trail run and coincides with Cana..

Event details The Paine to Pain Trail Half-marathon is scheduled for Sunday, October 12, 2025, in New Rochelle, Westchester County, New York. The race is organized by NewRo Runners and is part of the Trail Mix Series, a group of seven trail..

Join the Great Pumpkin Dash Trail 5K at Blydenburgh County Park on Oct 12 for a fun, scenic trail run with an in person or virtual option and a free Kiddie Dash. Proceeds support the Never Stop Running Foundation.

The Sunshine Camp Trail Mix & Beer Fest is an annual 5K trail race held at Rochester Rotary Sunshine Camp in Rush, New York. This event supports children and young adults with disabilities by benefiting a fully accessible summer camp on 157..

Chautauqua Lake 5K Trail Run/Walk, hosted by the Chautauqua Lake Class of 2026, takes place in Mayville, New York, on the Chautauqua Lake Central School campus. The event highlights the district’s trail system with a 5K route suitable for r..

Run 20 miles through Letchworth State Park, the Grand Canyon of the East, with roaring waterfalls, dramatic overlooks, and peak fall foliage. Experience one of the most scenic trail races on the East Coast in October.

UR Skeleton Run takes place at Deerfield Town Park in Deerfield, NY. The event includes three races: Skeleton Run 5K (3.1 miles), Skeleton Community Run (1.5 miles), and a Kids Quarter Mile for ages 3–12. Runners traverse the park’s Wildern..

Experience peak fall foliage at Harriman State Park with Big Bear SquaTCh South, a rugged single loop offering a challenging 13.1 mile or 10K on steep, technical trails and sweeping views. Limited entries sell out fast so register early.

Hopson Trail Runs - Give Cancer The Bird unfolds in Honeoye, New York, offering a 5K Run/Walk and a 9K Run—the only 9K in New York—timed by Robinhood Racing. Set along wide grassy trails through WoodsEdge Retreat and established paths in Sa..

Event overview FALL Run The Farm is scheduled for October 19, 2025, at Muscoot Farm in Katonah/Somers, New York (51 Route 100, Katonah, NY 10536). The main race is a trail race held over 5 miles. The event program also includes two children..

Malta 2K, 3K, 5K Trail Race in Malta, New York, is organized by Roundabout Runners Club. The event begins at Luther Forest Athletic Fields near 30 Rocket Way and runs through the well-maintained trails of 100 Acre Woods, featuring wide ston..

Join the Castle to River Run in Garrison, NY, with a half marathon, 5K and kids fun run raising funds for Friends of Philipstown Recreation. Tackle varied trail terrain, pick up a race shirt and enjoy community spirit.

Join the Veeder Tree Farm 5K on October 19, 2025 for a scenic 5K or 5K Trail Run supporting the Leukemia and Lymphoma Society. Enjoy farm trails, friendly competition, and options for students and virtual participants.

The Hunt Hollow Colorfest 5K is a unique and challenging mountain run held in Naples, New York, hosted by the Hunt Hollow Ski Club in partnership with Medved. The course features significant elevation gains and losses, offering a distinctiv..

Run For Your Life 5k & 800m Kids Run The Run For Your Life 5k & 800m Kids Run was scheduled for October 24, 2025, in Batavia, NY, on Sprague Road. The event listed a night trail 5k and a separate kids event. Registration closed on S..

Summit 50/50 is a scenic trail race in Allegany State Park near Salamanca, NY, with 25k, 50k and 50 mile options across groomed trails, single track and rolling hills. Expect challenging looped courses, staffed aid stations and SCTR socks f..