Trail Running calendar near Hauppauge 2026-2027

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

Turf Wars 2026 at Chelsea Waterside Park in New York is a Tone House multi zone athletic competition on June 13, 2026. Individuals, doubles, and four person teams move through three timed Zones and finish with a Wild Card event.

The 5th Annual iBE-FiT 5K Invitational at Van Cortlandt Park offers an in-person 5K and a virtual 5K option, a two-loop course with flats and hills, medals for all finishers, and proceeds supporting local community programs.

A community 5K and untimed 1-mile family walk at Camp Edey in Bayport supporting Girl Scouts of Suffolk County. The day includes family activities, finisher medals, event shirts, and awards while raising funds for scholarships and programs.

A community 5K trail run, walk, and hike at Eisenhower Park in Milford on June 14, 2026, on a high school cross country course. The event supports the Milford Rotary and Beth El Center and includes music, water, snacks, awards, and T shirts..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

Four Tuesday evenings of cross country racing at Grove 4 in Donaldson Park offering 5k, 2.5k and youth distances. Series and single race entries have tiered fees with member and youth discounts plus post race food and awards.

Trail races at Dickerson Mine Preserve in Randolph, NJ with Half, 10K and 5K on fast singletrack and lakeside finish. The Half is a 2027 XTERRA Trail Run World Championship qualifier and RideWithGPS navigation is provided.

A morning trail run at Gay City State Park on June 20, 2026, offering 8 mile, 5 mile and 3 mile races. The 8 mile joins regional trail series and includes team competition with prize money.

The Jade's Belmont Plateau 5K will take place in New York on Saturday 20 June 2026. You can run 5 kilometers.

Three one mile races on track, grass and road at a single venue in Clark, New Jersey. Each mile is timed separately and cumulative times decide overall scoring, with two hours allotted to complete all three.

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

Test your endurance at Roosevelt Forest on a 2.1 mile loop featuring classic New England terrain. Complete as many laps as you wish over 33 hours or aim for the 100 mile buckle in this intimate 50 runner event.

A 12 hour timed loop event at Brooksvale Park in Hamden, CT on June 27, 2026, using a 4.25 mile loop with 500 feet gain per loop. Options include marathon and 50k loop targets, aid at each loop, and proceeds aid trail maintenance.

A night 5K at Lakeside Park with mixed trail terrain, reflective markers, and required personal lighting; finishes receive handmade medals and proceeds benefit the Pawling Recreation Department.

Experience a unique trail race through the Westmoreland Sanctuary where you choose your own path at the fork. Start and finish at Fox Lane High School for a memorable 5k adventure in Bedford.

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

July 2026

A multi-distance trail event at Red Wing Recreation Area on July 5, 2026, featuring a 15k loop used for 15K, 30K, and 60K races with on-course aid stations, GPX course file, and awards for top finishers.

A five-race Monday evening cross country series at Wickham Park in Manchester CT, the 35th edition features roughly 2.4 to 2.6 mile courses, a discounted full-series entry, and proceeds supporting the Manchester High School Shoe Fund.

Week one of the Shawangunk Runners 53rd Summer Series features the Undercliff/Overcliff 4.7 mile loop at Trapps Bridge in Gardiner, NY, alongside two children's races, with parking at Mohonk Preserve West Trapps Trailhead and free registrat..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

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