Trail Running calendar near New Canaan 2026-2027

A multi-zone athletic competition in New York that tests speed, strength and endurance across three 15 minute Zones plus a surprise Wild Card. Individual, doubles and four-person team divisions compete with Elite scoring available.

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 event at Camp Edey on June 13, 2026 featuring a 5K run/walk and a 1 mile family walk, Family Day activities, race amenities, and age-group awards to benefit Girl Scouts of Suffolk County.

Trail races at Mansfield Hollow State Park: a roughly 15.7 mile out and back on the Nipmuck Trail and a new 5K trail loop. Proceeds support Connecticut trail stewardship groups.

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.

XTERRA TRANSCEND Trail Run in Randolph, NJ on June 20, 2026 features 5K, 10K and a two-loop half marathon on fast singletrack around Dickerson Mine Preserve. The event is a 2027 XTERRA Trail Run World Championship qualifier with GPS route f..

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.

Test your endurance at Elka Park with this 14.5 mile weighted event. Participants navigate over 5,000 feet of elevation gain while carrying a 20 pound pack through the New York landscape.

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 in Hamden, CT on a 4.25 mile course with 500 feet of gain per loop. Options include marathon, 50K, and 50 mile attempts, with proceeds supporting the Brooksvale Gift Fund.

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..