Trail Running calendar near Rosendale 2026-2027

The Caldwell Cougar Chase 5K and 8K will take place in Woodland Park on Friday 25 September 2026. You can run between 5 and 8 kilometers.

A point to point trail marathon in the Catskill Mountains with almost 7000 feet of elevation gain. Multiple aid stations, finish-line food and race prizes, with proceeds supporting the land conservation nonprofit Run Wild, Inc.

Trail races of 50K and 25K run along the McDade Trail through the Delaware Water Gap near Milford, PA on Sep 26, 2026. The course mixes cinder path and singletrack; entries include a finishers item and post-race food.

The Front Runners New York Cross Country 5K will take place in Bronx County on Saturday 26 September 2026. You can run 5 kilometers.

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.

Test your limits on a flat one mile loop at the Sussex County Fairgrounds. Choose from 6 to 72 hour timed races or certified marathon and 50K distances with full kitchen and shower access.

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.

A 30 hour loop ultra at Roosevelt Forest in Stratford CT offering distances from marathon to 100 miles. The 2.23 mile loop includes roots, rocky terrain and a larger hill, with the pavilion as the sole aid station and a 50 runner limit.

Experience the wooded trails of Irvington during this four mile race. Navigate a course featuring elevation changes and natural turns through the local forest landscape.

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 trail 5K and 1 mile accessible run in Wilton, CT on 10/10/2026 with participant T-shirts, on-site food and entertainment, spectator options, and sponsor levels; proceeds support the Prospectors mission for employment opportunities.

Experience a premier 13.1 mile trail race through the woods of New Rochelle. This half marathon takes runners across local trails for a focused off road experience in New York.

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.

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.

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.

Fall trail races on rugged single-track at Mt. Tom State Park include a 25k, 2-person 25k relay, 10k and a 5k fun run with significant climbing and proceeds benefiting Kestrel Land Trust.

Experience a unique trail race through the forests and meadows of Muscoot Farm. Enjoy distances for all ages followed by a visit to the local farmers market with your farm buck vouchers.

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.

A trail series at Red Wing Recreation Area offering 100k, 50k and 10k on multi-loop courses with notable elevation. The 50k and 100k are UTMB Index races and all finishers receive custom medals.