Trail Running calendar near Milford 2026-2027

We have found 135 Trailruns within 80 miles of Milford. See below where and when you can find the races.

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, Brooklyn offering 50 mile and 50 kilometer options. The course uses 3.33 mile loops and includes on course hydration and a potluck style aid station.

A loop-based trail event at Holmdel Park offering 50 km-ish, a Halfish option, and single laps on a varied, mostly off-road course with RFID lap timing and proceeds benefiting MissionCleanWater.

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.

February 2027

The Squatchy Onesie Fest “5K-Marathon” will take place in Mahwah on Sunday 14 February 2027. You can run 5 kilometers.

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

A timed loop event at Livingston Oval where runners cover as many laps as possible in one, three, six or twelve hours on a USATF certified flat course, with aid stations and awards for top male and female finishers.

The Squatchapple - West Orange, NJ will take place in West Orange on Saturday 6 March 2027. You can run between 11 and 50 miles.

April 2027

A mountain trail event at Harriman State Park on April 3, 2027 offering a half marathon, a 10K and a 10K ruck on rugged technical trails with significant elevation gain. Entry is capped at 400 and proceeds support trail maintenance.

A mountain obstacle race weekend at Mountain Creek Resort in Vernon NJ offering Sprint, Super, Beast and Ultra distances plus a Kids Race and spectator access.

Two trail events, 25K (about 17 miles) and 10 miles, on technical singletrack and crushed gravel around the Shawangunk Ridge near Ellenville NY. Routes feature steep climbs, two aid stations, a six hour cutoff and a 150 runner cap.

Squatchywaska Mountainfest in the Shawangunk Ridge on April 24, 2027 features a technical 25K and a 10 mile lollipop course with steep climbs, rocky singletrack, two aid stations, and a six hour cutoff.

May 2027

VCP 50K is a looped trail ultramarathon in Van Cortlandt Park on 01 May 2027. The 50K course starts with a flats lap then ten cross country loops, with stocked aid stations, drop bag access, finisher medal, singlet, meal and beer.

January 2923

Trail runs in Middlesex County near Edison with a secret start, offered distances around 2 and 5 miles, a post-run social, and a requested canned food donation; registration fees are listed and volunteers receive event items.

A hash-style trail event in Middlesex County with a 5-mile trail and a 2-mile group run near Edison, NJ. The day includes a post-run social for over-21s, volunteer giveaways, a waiver requirement, and a canned food donation request.

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