Trail Running calendar near Pawling 2026-2027

Trail races at Thacher State Park on August 23, 2026 offering 10K, 13.1M, 26.2M and 50K on shared looped courses with cupless aid stations and finish medals for the marathon and 50K.

The Run for the Hills - Niantic will take place in Waterford on Saturday 5 September 2026. You can run 5 kilometers.

Explore the scenic Shawangunk Ridge on a rugged 70-mile trail. Choose from three distances: a 70-miler, 30-miler, or half marathon. This unsupported event celebrates the preserved beauty of the 'Gunks' mountains.

A mixed-surface trail event at South Mountain Reservation in South Orange offering distances from 5K up to 50M, with aid stations roughly every three miles and course maps available.

Explore the singletrack of Macedonia Brook State Park in Connecticut. Choose from 12K, 25K, or 50K distances on a course featuring climbs, technical trails, and the famous viewpoint atop Cobble Mountain. Enjoy a post-race celebration with f..

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 is a multi-day trail running event in New Jersey's Wawayanda State Park. It features distances from a kids' mile to a 100-miler with a generous 36-hour cutoff. The weekend includes free camping, pre-race panels..

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, rugged trail marathon with nearly 7000 feet of elevation gain in New York's Catskill Mountains. The route features technical climbs, scenic views, and multiple aid stations, with proceeds supporting land conservation.

Run the scenic McDade Trail through the historic Delaware Water Gap. The non-technical, rolling course is a mix of cinder path and singletrack. Each entry includes a finisher's item and supports trail maintenance.

The Gardiner Dump Run offers 5k and 10k trail races through the scenic Riverbend Trails. The course winds along wooded hillsides and fields near the Wallkill River. Day-of registration is available, and the event features a sneaker recyclin..

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.

Run an 8K or 5K through the autumn scenery of Pindar Vineyards on a flat trail course. Your entry includes chip timing, a tech shirt, and a post race party with wine, music, and food. The event supports the NY Cancer Foundation.

The NipMuck Trail Marathon is a classic 26.4-mile race on Connecticut's rugged Nipmuck Trail. Runners can also team up for a two-person relay. The event supports local trail programs through the nonprofit Shenipsit Striders running club.

Event Overview The Tesla Hertz Run is a multi-distance trail running event held in Rocky Point, New York, on Long Island. The races take place over a weekend in early October. Participants can choose from several distances, with specific st..

Challenge your legs on the slopes of Mohawk Mountain Ski Resort in Cornwall, CT. Choose from marathon, half marathon, 10K, or 5K distances on a course featuring climbs, descents, and fall foliage views. Hikers are welcome on the shorter tra..

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..