Trail Running calendar near Islip 2026-2027

Trail Race REXTRAVAGANZA on May 9 at Clausland Mountain in Orangeburg features 3.75, 7.5, and 11.25 mile trail options, supports mental health and sobriety, and includes aid stations, a medal, and an optional T-shirt.

Spring Fling 600 in Southington, CT on May 9, 2026 features a 600 minute looped trail event and a 6 Mile race at YMCA Camp Sloper. Both events use chip timing and offer finisher medals and awards for top competitors.

The 20th annual Run for the Woods in Piscataway is a single-loop 5k through shaded trails at the Rutgers Ecological Preserve, with proceeds supporting forest restoration and student ecology groups; prizes include shoes and native plants.

A community event on May 9, 2026 featuring a Family Color Run and a 5K Trail Run at Hamden and New Haven YMCA locations. Registration runs from Feb 20 to May 8 with entry fees of $10 and $30; first 100 pre-registrants receive a Y giveaway.

Test your endurance on a 2.2 mile loop through the scenic Roosevelt Forest. This nine hour ultra event offers a supportive atmosphere for runners aiming to hit personal distance goals on classic New England trails.

A last person standing event on rugged Ragged Mountain in Berlin CT where runners repeat a roughly 3.11 mile loop each hour until one runner remains. Entry is limited to 55 and proceeds support local trail and youth running programs.

Trail races in South Mountain Reservation on May 16, 2026 offering distances from a 1.15 mile kids race up to 50 miles and 50 kilometers. Forested east and west loops feature gravel roads, single track, aid stations and chip timing.

Experience a scenic trail run through the meadows and forests of Muscoot Farm. Choose from the 5 mile course or youth races and receive vouchers to spend at the local farmers market.

Technical trail races in Norvin Green State Park featuring boulder fields, river crossings and mountain views. Distances include a 50K, 10 Miler and 5 Miler; the 50K has mandatory gear and multiple cupless aid stations.

A 3.5 mile trail run and walk at Woodtick Recreation Area in Wolcott CT on May 17, 2026. Proceeds support the Wolcott Cross Country Teams and division winners receive medals, with race entry including a free $10 pass to the CT Food Truck Ba..

Trail marathon and 15-mile trail race at Bethpage State Park on May 17, 2026. Registration opens Feb 23 and a portion of proceeds supports the Long Island Greenbelt Trail Conference.

A community campus race in East Haddam with a 1.75 mile loop, kids races on the soccer field, water stops and reused trophy awards. The course is mainly packed dirt with hills and a fast downhill finish.

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 four mile cross country race in Riverdale and Van Cortlandt Park with an informal kids fun run, finisher hat, awards for top finishers and masters, and post race refreshments; proceeds benefit the FDNY Foundation.

Experience a refreshing spring trail run or walk through the scenic paths of Blydenburgh County Park. Enjoy a 5K course featuring dirt roads and wooded trails followed by delicious refreshments and professional finish line photos.

A road half marathon around Mine Hill Distillery in Roxbury CT featuring mixed paved and dirt roads, a long climb in the first half and a mostly downhill return. Three aid stations support a cupless hydration policy and finishers receive a..

A four mile road and trail race in Forest Park with start and finish at Victory Field track. The event is limited to 500 entrants, includes chip timing, technical shirts for pre-registrants, finisher medals, cash awards and age group trophi..

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..

Six 5K cross country races take place at Van Cortlandt Park from May 28 to July 30, 2026, on the classic Tortoise and Hare course. The final three evenings include free half mile kids runs, weekly awards and post race raffles.

ENDURE Last Man Standing in Bethpage State Park asks runners to repeat a fixed 4.2 mile loop each hour; finish within the hour to continue. Laps continue with progressively shorter cutoffs until one runner remains or the event window ends.