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.
September 2026
A community 5K at Joe Palaia Park on Sept 26, 2026, raising funds for outdoor recreation in Ocean Township with medals, shirts for early registrants, and age group awards.
A 5th annual 3.1-mile run and 1.1-mile walk at The Church of St. Andrew in Staten Island, and the first leg of the Staten Island FALL TRIFECTA.
October 2026
Six-week adult cross country series of 5K races across Monmouth County parks with team, age group and individual scoring and series awards.
A stair race up the Empire State Building's 86 floors and 1,576 stairs in New York with several entry categories and set registration windows and fees.
A 4 miles off road fun run at Spring Meadow Golf Course in Allaire State Park with hand-held timing and commemorative finisher gifts.
Loop-based races at Livingston Memorial Oval include timed runs, a marathon, a half marathon, and a Last Person Standing event on 0.44-mile laps.
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.
November 2026
The 46th HASHATHON is a six mile trail race at Cheesequake State Park in Matawan with a post-race beer and pizza party and awards for top finishers.
An ultra trail event in Staten Island offering 50 Mile, 50K, and Half Marathon loop courses that benefit 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.
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 Day 5K run and walk at Alley Pond Park with a virtual option, a free kiddie dash, and donations benefiting the Never Stop Running Foundation.
A multi-distance trail party at South Mountain Reservation with a looped 5K course, technical singletrack, varied elevation and aid stations offering gluten-free and vegan options.
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.
Looped ultramarathons in Prospect Park offering 50K and 50 Mile options with a single aid station, Skratch hydration, chip timing and finisher belt buckles.