Trail Running calendar near Roxbury 2026-2027

A six hour lap ultra on a 4.2 mile wooded and orchard course at Jug End State Reservation on August 22, 2026, featuring 830 feet of elevation change per lap and a 0.75 mile mini loop in the final hour; proceeds benefit Louison House.

This 4-mile trail run in Schenectady Central Park uses a flexible time trial format. All proceeds support addiction recovery services, honoring a personal legacy. A pre race stretching session is included.

Experience a scenic trail festival at Thacher State Park featuring races from 10k to 50k miles. Run through wide paths and single track trails with beautiful escarpment views in a sustainable cupless event.

Experience the rugged beauty of Salt Springs Park with technical trail races through old growth forests and wetlands. Choose between 5K, 10K, or a demanding 50K ultra featuring 7,000 feet of elevation gain.

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.

Trail race at Macedonia Brook State Park on 13 September 2026 featuring single-track forest trails, climbs, viewpoints and three distances: 50K, 25K and 12K.

Explore the trails of Charles E. Baker State Forest in the Brookfield Classic. Choose from a 5k, a family-friendly 15k, or a challenging 50k ultramarathon. Prizes are available for new course records.

Experience a scenic five mile run or walk through the Adirondack foothills on wooded trails and seasonal roads. Support local medical scholarships while enjoying the natural beauty of Hinckley with both live and virtual options.

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.

This fifth annual 5K in Dolgeville follows the scenic Greenway Trail through the forest. Registered participants get a free t-shirt, and post-race refreshments are provided. All proceeds go to providing free sports equipment for local youth..

Experience a scenic trail run through wooded hillsides and fields near the Wallkill River. Choose between a 5k or 10k race on single track trails and participate in the local athletic sneaker recycling program.

Experience a massive endurance test at Mohawk Mountain Ski Area. This ultra trail event features a 152 mile course with over 72,000 feet of elevation gain to be completed within 84 hours.

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.

The Trailwagger offers scenic runs through Gilbert Lake State Park, with distances from 3 to 8 miles and a team option. The event supports a local animal charity and even includes a dog walk. It's a fall event with options for different pac..

A running race at Mohawk Mountain Ski Resort in Cornwall CT on October 11 2026, organized by Steep Endurance in cooperation with the ski area, with entry fees ranging from 30 to 95 USD.

Experience the technical trails and peak fall foliage of Harriman State Park at this mountain trail event. Choose between a half marathon or 10 km course featuring steep climbs and scenic Hudson Valley views.

Explore the scenic trails of 100 Acre Woods in Malta, New York. This community event on October 18, 2026 features 2k, 3k, and 5k trail runs. All proceeds support local trail maintenance.

Experience the wilderness trails of Deerfield Town Park with a variety of trail races for all ages. Enjoy a professionally timed 5K or a community run while supporting the local food pantry in your favorite running costume.

Experience an obstacle course race at Sunflower Valley Farm featuring 5K and 10K distances alongside kids races. Conquer muddy trails and creek runs in the New York countryside this autumn.