Trail Running Calendar New York 2026-2027

Trail festival in Naples, NY featuring a single-loop 25K and a shorter 10K across Cumming Nature Center and nearby state lands, with three aid stations and proceeds supporting environmental education.

A road and trail event at Rockwood Hall in Rockefeller State Park Preserve featuring a 10K and a 1K kids race. The course follows wide carriage roads with Hudson River views and wooded sections, and proceeds support carriage road maintenanc..

A 12-hour trail event in early June 2026 at Overlook Trailhead near Moreau beach featuring a 3.8-mile loop with a steep staircase climb. Participants can run solo, form relay teams, or enter a Fun Run of one to three laps.

Sprint 5 km and Super 10 km obstacle races plus a kids race and a pre race workshop at Bethel Woods Center for the Arts. Rolling hills, forests and meadows shape the course and on site camping and spectator access are available.

A farm-based ultrarun on 06/06/2026 at Fish's Farm Market in Shortsville, NY where participants run or walk as many 1.52-mile loops as they wish. Timing, aid station, medals, prizes and raffles; proceeds benefit Colony Caregivers.

On June 6, 2026 at Rockland Lake State Park, the event offers a scenic 5K paved loop with a wheelchair division and a rugged 10K mountain run climbing 1,300 ft on technical trails.

An annual community 5k and kids run that raises suicide awareness and supports families; offers in-person and virtual 3.1 mile options and a 1 mile kids run.

An 8 mile uphill road race climbing about 3,500 feet to the summit of Whiteface Mountain, finishing with 360° views of the Adirondacks, New England and Canada. Entry includes a finishers medal and a t-shirt.

Fourth edition mountain event at Plattekill in Roxbury, NY on June 7, 2026. It offers a 6.5 miles mountain course with 3500 ft gain and a 5k with 1000 ft gain early and a downhill finish.

Family-focused fundraiser at Seneca Park on June 7, 2026, featuring a 5K road race and a one mile walk. The event includes a kids activity zone with costumed characters, giveaways, and sponsor booths supporting the Rochester Hearing and Spe..

A women only 5K obstacle mud run in Long Island on June 7, 2026, held at Dorothy P. Flint 4-H Camp. The course features more than 18 obstacles and welcomes participants aged seven and older in a non competitive, team focused setting.

A free trail 5K in Shirley Chisholm State Park in Brooklyn on June 7, 2026, organized by Black Men Run NYC. Registration is free with an optional $25 singlet fee and runs March 31 to June 4, 2026.

Trail races at Ward Pound Ridge Reservation on June 7, 2026 include a 13.1 mile half marathon and a 10K, both passing the summit where the historic fire tower is being reconstructed. The event also raises funds for the Friends of the Fire T..

A flat, non technical trail 5K at Schodack Island State Park on June 7, 2026, with kids races, post race music and a BBQ. Entry fees rise by registration period and kids races cost five dollars each.

Trail race at Mendon Ponds Park on June 12, 2026 offering 4 and 8 mile loops on North Meadow and East Esker trails. The off road course includes two road crossings and participants must carry their own water.

A two-day event at Green Lakes State Park with Saturday swim-bike-run races and Sunday trail and kids runs. Registration opens July 21, 2025 and fees vary by event.

Experience a scenic evening run on a flat paved loop around Rockland Lake. This chip timed half marathon features sunset views, frequent aid stations, and custom finisher medals only 45 minutes north of NYC.

A three zone athletic competition by Tone House on June 13, 2026 in New York. Individual, Doubles, and Team divisions combine timed runs, rowing, sleds, sandbag movements and a final Wild Card.

The 5th Annual iBE-FiT 5K Invitational at Van Cortlandt Park offers an in-person 5K and a virtual 5K option, a two-loop course with flats and hills, medals for all finishers, and proceeds supporting local community programs.

A community 5K and untimed 1-mile family walk at Camp Edey in Bayport supporting Girl Scouts of Suffolk County. The day includes family activities, finisher medals, event shirts, and awards while raising funds for scholarships and programs.