Middletown Township
Trail Running Calendar near Middletown Township 2026-2027
Explore the top trail runs near Middletown Township for 2026-2027! We've gathered 32 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A costume 5K and 1 mile fun run through the woods of Poricy Park on October 24 2026 raising funds for 180 Turning Lives Around.
A community 5K run/walk in Forest Park, Queens on October 25, 2026, with a free 1K kids run, participant T-shirts, and medals for early registrants and top finishers.
November 2026
A flat 5K trail race through Willowbrook Park and around Willowbrook Lake with marked trails and proceeds supporting the Greenbelt Conservancy.
46th HASHATHON 6 Mile trail race at Cheesequake State Park in Matawan with post-race beer and pizza and proceeds supporting local EMS.
An ultra trail event on Staten Island offering 50 Mile, 50K and Half Marathon loop courses and benefiting the Greenbelt Conservancy.
Experience the diverse terrain of South Mountain Reservation with a looped trail race offering 5K, 10K, and half marathon distances. Enjoy a mix of single track and fire roads with support provided at regular aid stations.
A capped alumni 5K at Holmdel Park on November 14, 2026 with team scoring, chip timing, tiered registration fees and on-site parking.
Trail-style 5K and 2-mile run/walk in Howell, NJ, on the connector trail between Oak Glen Park and the Manasquan Reservoir; pre-registration required.
A 5K trail run at Sayreville Sports Complex on November 15, 2026 supporting Stars & Stripes Veterans Center with tiered registration, participant dog tags, shirts, and awards.
A Thanksgiving 5K at Alley Pond Park with a three-loop course, a free kiddie dash, virtual option, race shirts, and donations supporting the Never Stop Running Foundation.
Looped trail event at South Mountain Reservation on Nov 28 2026 offering distances from a Kids 1M up to a 50K with aid, adaptive support, and a cupless policy.
December 2026
Trail races at South Mountain Reservation feature 5K, 10K and 13.1 miles on looped courses over fire roads, single track, hills and pavement, with aid about every three miles and race day registration available.
A looped ultramarathon in Prospect Park offering 50 mile and 50K options, one aid station per lap, a 15 hour cutoff, and finisher belt buckles.
January 2027
Trail races at South Mountain Reservation include 5K, 10K and 13.1 mile looped courses with aid stations every 3 miles. Courses use fire roads, single track, hills and some pavement and offer advance and day-of registration.
Trail event in West Orange, NJ offering a 5K plus timed 3 hour and 6 hour loop formats on a 5K course, with proceeds benefiting the South Mountain Conservancy.
February 2027
Trail races on a 10 mile loop at South Mountain Reservation offering 50M, 50K, 20M and 10M with marked trails, three aid stations per loop, timing, SWAG, and awards for top three male and female finishers.
March 2027
Timed loop races at the Livingston Oval on March 6, 2027 offering 1, 3, 6 and 12 hour events on a USATF certified, flat course with aid stations and awards.