Trail Running calendar near Wading River 2026-2027

A six hour trail ultra at Roosevelt Forest in Stratford, CT on March 20, 2027, offering a 50K option on a 2.3 mile loop of roots, rocks and rolling hills, with a capped field of 50 entrants and on-course food and hydration.

A 5K trail run at Bethpage State Park with a free kiddie fun run and a virtual option, a good luck shirt, on course hydration, post race refreshments, and age group recognition. Beer is available for participants 21 and older with ID.

Trail race in Union, CT on the Nipmuck Trail covering about 16 miles through Yale-Myers Forest. Organized by Shenipsit Striders with limited aid stations and parking; proceeds support local trail stewardship.

A 5K trail run and a free kiddie run at Bethpage State Park with in-person and virtual options, onsite refreshments, mailed bibs, and online results. Donations support the Never Stop Running Foundation.

A mountain trail event at Harriman State Park offering a half marathon, a 10K, and a 10K ruck on rugged, technical courses with significant elevation gain and limited crew access at aid stations.

Sleeping Giant Trail Runs at Sleeping Giant State Park in Hamden CT features a 25K loop with 3K+ of vertical and a 50K two-loop option. The course mixes technical singletrack and carriage roads, includes aid stations, and follows a cupless..

A community trail event in Cross River, NY featuring a hilly wooded 5K, a 4K walk through the main trail, and a 200 m kids dash on the contest track. Registration opens 8/24/2026 with limited pre-registration t-shirt incentives.

A 5K trail run and walk at Blydenburgh County Park in Smithtown, NY, on mixed terrain with dog friendly policies. Event proceeds support Last Chance Animal Rescue and online recognition is given for top age group finishers.

Trail races at Penwood State Park on April 17, 2027 include a three-loop 50K and a single-loop 17K over rocky, rolling single track and double-track. The event is cupless, has a waitlist, and is organized by the CT Trailmixers.

A women-centered trail event at Lake Mohegan offering 5K, 10K, and a 4-hour loop on a 3.2 mile trail. The race is open to non-binary runners, follows a cupless aid policy, and includes finisher medals and post-race refreshments.

A spring 10K trail race in Cross River NY on April 25 2027, organized by Leatherman's Loop Races. Entry is by lottery with registration Jan 8 to Jan 11 2027 and the $58 fee includes the park entry.

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.

Camp Mountain Laurel offers a family color run plus a 5K trail run and 5K trail walk at Hamden/North Haven YMCA and New Haven YMCA Youth Center on May 8, 2027; registration opens Feb 19 and first 100 pre-registrants receive a giveaway.

A nine hour timed trail ultra on a 2.2 mile loop through Roosevelt Forest in Stratford, CT. Entry is limited to 50 participants and awards go to the runners with the most miles by the race end.

A 5K trail run and walk at Blydenburgh County Park with a free kiddie dash, mixed surface course, finish line hydration and post race refreshments. Virtual participation is available and donations benefit the Never Stop Running Foundation.

A lake and summit event at Rockland Lake State Park combining a fully accessible 5K paved loop with a rugged 10K trail up Hook Mountain that gains about 1,300 ft and includes steep, rocky sections and one aid station.

An iterated loop endurance race in West Greenwich RI where runners repeat a 3.8 mile loop with 450 ft of climb and must complete each loop within 60 minutes until only one runner remains ready to continue.

A community 5K and 1 mile family walk at Camp Edey in Bayport, NY, featuring a wooded loop course, family activities, participant amenities like finisher medals and photos, and awards across multiple age divisions.