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Trail Running Calendar near Upper Freehold 2026-2027

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Explore the top trail runs near Upper Freehold for 2026-2027! We've gathered 21 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Annual alumni 5K at Holmdel Park with team scoring, chip timing, on site parking and a 250 entry cap; proceeds benefit 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.
An evening 2-mile run and 2-mile walk through Shady Brook Farm's holiday light display with timed corrals, packet pickup options, shirts, and medals.
Cross country races in Holmdel, NJ on November 21, 2026 featuring youth and high-school 3K and 5K races, group pricing options and a race hat for each athlete.
5k run and 1 mile walk around lakes and wooded trails in Manchester Township raising funds for Addiction Recovery Ministries.
Start your Thanksgiving with a low key run at the Moorestown High School cross country course. Choose between a 5K and a one mile fun run with snacks and drinks available for all participants.
Two 5K cross country races in Pennington, NJ on Nov 26, 2026 supporting Hopewell Valley Wrestling; registration Aug 11 to Nov 25, fees $25 and $30.
A brewery trail run at Readington Brewery combining five laps with five 10 oz beer pours, a T-shirt, and anniversary music and activities for participants aged 21 and over.
December 2026
A 6K trail run in Institute Woods with chip timing, a non competitive 3K option, post run refreshments, and on site Ivy Rehab presence.
Trail loop event in Holmdel Park offering 50 kmish and halfish options on an approximately 4.5 mile loop; proceeds support MissionCleanWater.
April 2027
Timed 5K at Stokelan Estate Winery in Medford NJ on April 4, 2027 offering race swag, a wine pour, and a volunteer entry that includes full registration.
A 5K trail race through New Jersey's first farm brewery on April 17, 2027, with chip timing, awards, live music and craft beer at Screamin' Hill Farm Brewery.
Trail-heavy half, 10K, and 5K at Monmouth Battlefield State Park with chip timing, live splits, finisher medals, and tech shirts.
May 2027
A fundraising 5K and 1 mile track walk in Medford NJ supporting prevention education and reducing stigma around mental health and substance use.
June 2027
Summer races in Pennypack Park featuring marathon, half and 10K on a shaded creekside bike trail plus a German themed post race party and multiple aid stations.
October 2027
Multiple timed events including 12 hour, 24 hour, 48 hour and a 100 mile race on a paved flat loop in Hainesport, NJ with USATF sanction.
Trail event on 10 October 2027 in Farmingdale NJ offering a 4 Miles off road run with free registration, hand held timing, a finisher gift and on site merchandise.
Trail ultramarathon in Washington Crossing Park, NJ offering 50K and 25K+ courses on historic technical trails with multiple aid stations and enforced cut-offs.
January 2923
Trail gathering in Middlesex County with a secret start, a 5-mile trail and a 2-mile group run, post-run social and registration from $20.
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