Trail Running calendar near Stamford 2026-2027

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.

A 5K through Camp Jewell’s roads and wooded trails including a covered bridge, plus a free one mile kids run. Pre entry is $30 before June 6 and increases to $35 afterward.

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..

An 8.6 mile trail run at Minnewaska State Park Preserve on June 24 with chip timing and commemorative towels for finishers. Entry is limited to 250 runners and parking carries a 10 USD per car fee.

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..

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 multi-week summer cross country series around the Shawangunk Ridge with four carriage road races from 3 to 4.7 miles at Mohonk Preserve and Minnewaska State Park. Series pricing, family rates, student rebates, and a 250 runner limit apply..

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..