Trail Running calendar near Middletown Township 2026-2027

The Hook Mountain Ultra is a demanding 50-mile or 27-mile trail race in Upper Nyack, NY. The course features repeated loops with significant climbs, ridge running, and scenic Hudson River views. It includes full aid station support and has..

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..

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.

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.

Support wildlife rehabilitation during a 5k trail run at the Woodford Cedar Run Wildlife Refuge. Enjoy a beer garden featuring local breweries and explore the nature center after crossing the finish line.

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.

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.

Run or walk through the rolling hills above French Creek at Camp Innabah. The five-mile trail race offers a mix of surfaces, while a two-mile fun walk is also available. All proceeds support summer camp programs and scholarships.

Run a 5K or walk the cross country trails at On Point Farm on Saturday, October 3. The event features live music, food, a bonfire and family activities, and proceeds support preservation of the Willistown countryside.

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.

A multi-distance trail event in Rocky Point, NY set on a 10.48 mile loop through Long Island pine barrens. Distances range from 10 miles to 150 miles with two staffed aid stations and support for pacers and crews.

Experience a USATF sanctioned endurance event on a flat paved loop in New Jersey. Choose from 12 to 48 hour individual or relay options and earn a custom buckle for completing 100 miles.

Experience a scenic race through the vineyards and country roads of Hammonton. Enjoy a flat course followed by a courtyard party featuring live music, wood fired pizza, and award winning wine.

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.

Run or walk through the scenic trails of Blydenburgh Park this autumn. Participants enjoy a 5K trail course complete with seasonal treats and commemorative event swag.

Experience Long Islands scenic Robert Moses Causeway in this multi day running event. Support local veterans while choosing between marathon, half marathon, 10k, and 5k distances with finisher medals for all participants.

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.