Trail Running calendar near Trumbull 2026-2027

A forest trail 5K in Roosevelt Forest, Stratford, CT on December 19, 2026, where participants may run, jog, hike, or walk in costume. Awards go to the three fastest men and women and all finishers receive a commemorative item.

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.

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.

A 5K trail run and free kiddie fun run at Bethpage State Park with a virtual option, a good luck clover shirt for participants, and post race refreshments including beer for those 21 and over.

A 5K trail run and free kiddie run at Bethpage State Park that starts on a polo field and moves onto soft, scenic trails. Virtual entries are accepted and donations support the Never Stop Running Foundation.

Trail races at Sleeping Giant State Park in Hamden, CT offering 25K and 50K loops. The 25K has 3,000 plus feet of vertical gain and varied terrain from carriage roads to steep rock scrambles, with aid stations and postrace food available.

A 5K trail run and walk at Blydenburgh County Park in Smithtown, NY with mixed trail surfaces, dog friendly rules, on site amenities, live results and proceeds supporting Last Chance Animal Rescue.

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.

The Lake Mohegan Women's Trail Race will take place in Fairfield on Saturday 24 April 2027. You can run between 5 and 10 kilometers.

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.