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
Six consecutive Saturdays of 5K cross country races in Monmouth County with team and age-group scoring, weekly caps, and series and weekly awards.
A stair-climb race at the Empire State Building ascending 86 flights (1,576 steps) with multiple entry categories and specified registration windows.
Scary Rat Race is a 4 mile off road trail run at Spring Meadow Golf Course in Farmingdale, NJ on October 11, 2026, featuring hand held timing, a finisher gift, free registration, and event merchandise for sale.
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 third annual 5K run or walk at Joe Palaia Park in Ocean Township raising funds for outdoor recreation improvements, with medals and age group awards.
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.
Ultra trail event in Staten Island with 50 Mile, 50K and Half Marathon on Nov 14, 2026 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 5K cross country race at Holmdel Park with individual and team competition, limited entries, chip timing, awards, and proceeds supporting the Shore Athletic Club.
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 in-person and virtual options, a free kiddie dash, race shirt and post-race refreshments.
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.
A looped ultramarathon in Prospect Park offering 50K and 50 mile options, one aid station with Skratch hydration, chip timing, a 15 hour cutoff, and finisher buckles.