Trail Running Calendar New York 2025-2026

We have found 125 Trailruns in New York. Check below where and when you can find the races.

The Green Lakes Endurance Runs is an exciting running event held at Green Lakes State Park in Fayetteville, NY, featuring multiple race distances including 100K, 50K, 25K, and a new 12-hour timed race called GLER GALEFORCE. Participants will navigate a varied trail course that includes single and do..

The Winona Forest Backyard Ultra is a unique endurance running event held in Mannsville, NY, designed for runners of all abilities. Participants complete a 4.167-mile loop every hour, with the goal of being the last runner standing. Runners must return to the starting line within the hour to continu..

The Thacher Park Trail Running Festival, established in 2014, takes place at Thacher State Park in Voorheesville, NY. This scenic event offers participants a choice of four race distances: 10K, 13.1M, 26.2M, and 50K, allowing runners to experience the park's beautiful trails. The festival promotes a..

The Two Hollows Monster Marathon and Half Marathon takes place in the scenic Kennedy State Forest, between Virgil and Harford, NY. This unique event features well-maintained trails with rolling single track, challenging hills, and beautiful views, making it an excellent choice for both seasoned runn..

September 2025

The Bread of Life Outreach Center Wellness Day 5K Trail Run is set to take place at Sprague Brook County Park in Glenwood, NY. This event invites participants to enjoy a scenic trail run or walk, with registration fees supporting the outreach center. Those who register by a specified date are guaran..

The Glen Iris 5K & 10K Trail Run is set to take place at Letchworth State Park, known as the "Grand Canyon of the East," on September 7, 2025. Participants will enjoy scenic woodland trails along the Genesee River Gorge, with both distances starting and finishing near the Trout Pond. The event suppo..

Wilcox Wild is an exciting 50K ultra trail run set in the stunning Adirondack Park Wilderness, taking place on September 13, 2025. The race features a challenging course that begins and ends at Harrisburg Lake, traversing beautiful trails through the Wilcox Lake Wild Forest. Participants will encoun..

The Shawangunk Ridge Trail Run (SRT) is an exciting trail running event that showcases the stunning landscapes of the Shawangunk Mountains in New York. Participants can choose from three divisions: a 70-mile ultra, a 30-mile run, and a half marathon, catering to various skill levels. The event empha..

The Ontario Summit Trail Races, hosted by FarFetched Enterprises, celebrates its 10th Anniversary on September 13, 2025, at Ontario County Park in Naples, NY. This event features a half marathon and a 5-mile race, both set on scenic, rolling trails around Gannett Hill. New for 2025, participants can..

The Brookfield Classic is an exciting running event set in the scenic Charles E Baker State Forest in Brookfield, New York. Participants can choose from three race distances: a 5K, a 15K, or a challenging 50K Ultra Marathon. The 5K is perfect for beginners or those who prefer a shorter distance, whi..

The Virgil Crest Ultras is an exciting running event taking place in Cortland, NY, featuring challenging courses of 100 miles, 50 miles, and 50K. Known for its steep ascents and descents, the event promises a beautiful experience through singletrack forests and scenic views. Participants can expect..

The Pawling 24 Hour Trail Running Festival is an exciting endurance event taking place in Pawling, NY, featuring a variety of race options including 24-hour, 12-hour, 6-hour, and 3-hour challenges. Participants will run on a scenic loop course that combines pavement, grass, and single track trails...

The Mill to Mill 5K/10K event, organized by Willow Running USA and the Friends of the Keuka Outlet Trail, will take place on September 13, 2025, in Penn Yan, NY. This annual race features both a 5K and a 10K course along the scenic Keuka Outlet Trail, starting and finishing at Cascade Falls. Partici..

The Broken Cabin 10k is an exciting inaugural running event set to take place in Batavia, NY, featuring a scenic privately owned trail system suitable for runners of all levels. The event aims to create a friendly, backyard race atmosphere, encouraging participants to enjoy themselves while challeng..

The ROCovery Fitness Annual Run/Walk & X-Challenge is a celebration of fitness and recovery, taking place in Henrietta, NY. This event features multiple options, including a ROAD Course 5k, TRAIL Course 5k, a combined TRAIL Course 5k & X-Challenge, a VIRTUAL 5k, and a Twice The Fun 10k (Trail & Road..

The Sleigh Me 24 and 48 Hour Ultra is an exciting running event taking place at the Shortsville Reindeer Farm in New York. Participants can choose to run for either 24 or 48 hours on a one-mile loop featuring grass and trail terrain with minimal elevation. The event promises a fun atmosphere with re..

The Gardiner Dump Run is an exciting running event scheduled for September 21, 2025, in Gardiner, NY. Participants can choose between a 5k trail run or a 10k option, which consists of two laps of the 5k course. The race takes place on scenic single-track trails through wooded hillsides near the Wall..

The Parallel of Latitude Endurance Race is an 8-hour fixed time running event taking place at Dryden Lake Park, NY. Participants can choose to run solo or in relay teams of 2-6 members, covering a scenic 3.45-mile out-and-back trail. The race encourages all paces, welcoming both competitive runners..

The Cat's Tail Trail Marathon is a challenging 26-mile trail race set in the scenic Slide Mountain Wilderness Area of the Catskill Mountains, New York. Scheduled for September 27, 2025, this rugged marathon features nearly 7,000 feet of elevation gain, offering participants breathtaking views and te..

The Front Runners New York Cross Country 5K is an exciting running and walking event scheduled to take place at Van Cortlandt Park in the Bronx on September 27, 2025. This event invites participants of all skill levels to enjoy a scenic course while promoting fitness and community spirit. The 5K run..