Trail Running calendar near Poughkeepsie 2026-2027

A corporate team 5k run and walk on Manhattan's Pier 84. The event features a scenic out-and-back course along the Hudson River Park, followed by a festive post-race party with awards, music, and food. It's designed as a summer office gathe..

The Wild Goose Trail Festival will take place in West Milford from Saturday 19 September 2026 to Sunday 20 September 2026. You can run between 10 and 36 hours.

This trail ultra offers two distances on a scenic loop course starting at Nyack Beach State Park. The event features significant elevation gain across ridges, singletrack, and river paths. Aid stations are frequent, and parking is available..

The Where the Pavement Ends trail race offers a technical 4.25-mile single loop or an 8-mile double loop through the Hemlock Hills. It's part of the multi-race Trail Mix Series. Both races start and finish at the Lake Windwing ballfields in..

A point to point trail marathon in the Slide Mountain Wilderness with almost 7000 feet of elevation gain, multiple aid stations, finish area refreshments, and proceeds supporting land conservation.

The Water Gap 50k will take place in Milford on Saturday 26 September 2026. You can run between 25 and 50 kilometers.

The Gardiner Dump Run will take place in Gardiner on Sunday 27 September 2026. You can run between 5 and 10 kilometers.

IronHike Endurance Series runs October 1 to October 4, 2026 at Mohawk Mountain Ski Area in Cornwall CT. The series offers multiple ultra trail events from about 61 miles to 152 miles with large elevation gains and run, hike or walk options.

This 24-hour trail challenge in Cornwall, CT, covers over 28 miles and 13,685 feet of elevation gain. Participants can run, hike, or walk the double marathon distance or tackle it as a relay.

Timed endurance running event in Cohoes, NY on October 3, 2026 offering one hour, three hour and six hour options plus team relays; proceeds support Flutters of Hope, a nonprofit for people affected by eating disorders.

A multi distance trail event in Rocky Point, NY from October 9 to October 12, 2026, run on a 10.48 mile loop with two aid stations. Distances range from 10 mile to 150 mile and runners must complete the distance they start.

Trail races at Mohawk Mountain use ski-area trails and nearby forest with 5K, 10K, half and full marathon options, steep climbs and wooded viewpoints, finisher medals, awards, and post-race refreshments.

A single-loop half marathon through five parks in lower Westchester County, New York, starting at the Thomas Paine Cottage and finishing at New Rochelle High School. Mostly shaded dirt trails with varied wildlife and published race results.

The Suffolk County Marathon is a two-day running festival in October 2026, featuring a scenic course over the Robert Moses Causeway. Events range from a kids' fun run to a full marathon, all supporting local veterans. Races start in Babylon..

This 3.5-mile trail run/walk on the flat Mill Pond Trail happens in Wolcott, CT. The Wolcott Lions Club hosts the event, which includes a race t-shirt and clam chowder. Registration opens online with a lower early-bird rate.

Join the Big Bear SquaTCh South for a tough, scenic trail run through Harriman State Park. Choose from a challenging half marathon or 10K on technical, rocky terrain with plenty of elevation. Your registration helps maintain the trails you'..

This Halloween-themed run on New Jersey's legendary Clinton Road offers a spooky adventure. Participants can choose from a Zombie Crawl, a 5k, or a 10k, all featuring zombie volunteers and a festive finish line celebration.

A 5 mile trail race at Muscoot Farm in Katonah, NY on October 25, 2026, with two kids races for specified age groups. Participants receive Farm Bucks for the farmers market; shirts are optional and ordered in advance.

A weekend trail event at Red Wing Recreation Area in Lagrangeville, NY offering 10K, 50K and 100K loop races with continuous aid, finisher medals, and UTMB Index designation for the 50K and 100K.

Timed trail event at Gurski Farm in Brookfield CT featuring continuous 4 mile loops for 8 hour and 4 hour runners plus new 5K and 5K Canicross options. Post race food and beverages are provided.