Trail Running calendar near Southington 2026-2027

Experience a unique 5K trail run at Belmont Lake State Park where the focus is on luck rather than speed. Enjoy a chance to win cash prizes and refreshments at the finish line during this late November event.

Repeat a 3.3 mile out and back up the Tower Trail to the Observation Tower at Sleeping Giant. Runners choose a four hour or eight hour format, carry their own hydration, and complete as many laps as they can within the time limit.

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.

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.

A 123-mile point-to-point ultramarathon across Connecticut combining roughly 57 miles of trails with paved backroads, a 36-hour cutoff, relay options, aid stations, on-course medical support, and finish awards including a buckle and event s..

Trail races at Sleeping Giant State Park on March 29, 2026, featuring a 25K loop with 3,000+ feet of vertical and a 50K option. The course mixes runnable singletrack, steep rock scrambles, carriage-road descents, and 2-3 aid stations; cuple..

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 women-only trail running event at Lake Mohegan in Fairfield offering 5K, 10K, and a 4-hour loop option, with a cupless policy, finisher medals, and on-site post-race refreshments.

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.