Trail Running calendar near Burlington 2026-2027

Ridge Reaper Trail Runs returns Aug 1, 2026 at Ward Pound Ridge Reservation near NYC, offering multiple distances from runnable loops to epic 50 mile challenges. Expect wooded technical trails, ridge views, finisher medals and podium awards..

Run the Stonington Cross Country 5K in Pawcatuck at Stonington High School on Wednesday August 5. The scenic course starts and finishes on the track and winds through quiet streets, trails and grassy crossings for a community run.

A 17 mile trail run from State Line Lookout in Closter NJ that follows Hudson River viewpoints into New York and back. The course uses a one mile closed road out plus a four mile technical loop repeated four times with stocked aid stations.

An 8 hour timed track event at Clapp Park on a certified 0.355 mile dirt and cinder loop, featuring chip timing, trackside bottle drop aid, age division awards, a possible virtual option, and proceeds benefitting the AYJ Fund.

The Tappen Brook 5K will take place in Bridgewater on Sunday 9 August 2026. You can run 5 kilometers.

Run loops on a roughly 5K trail course during an eight hour celebration with the Shenipsit Striders in Tolland. Bring food, enjoy the grill, earn raffle tickets and a 50th anniversary gift while supporting local trail stewardship.

The Fabulous Fahnestock Trail Races will take place in Garrison on Saturday 15 August 2026. You can run between 6 and 50 kilometers.

A six hour loop ultra at Jug End State Reservation in Egremont, MA on August 22, 2026. Runners complete as many 4.2 mile laps as they wish; a 0.75 mile mini loop is available in the final hour for distance milestones.

Run the Old Goat Track Club XC Classic at Waters Farm in Sutton, a spike friendly 5K cross country loop and USATF New England Grand Prix stop. Perfect for teams and individual racers, with finish line snacks and a nearby after party.

A trail event centered on the 70 mile Shawangunk Ridge near Rosendale NY offering 70 mile, 30 mile, and half marathon divisions. Routes move over cliffs, pine barrens, wetlands and rugged singletrack; the event is unsupported.

Run for The Hills is a 4th annual trail 5K on September 12, 2026 at Oswegatchie Hills Nature Preserve, winding around Clark Pond. Expect exposed rocks and roots on scenic trails while helping support preserve maintenance.

Trail race at Macedonia Brook State Park near Kent, Connecticut offering 12K, 25K and 50K on singletrack with technical climbs, descents and a viewpoint on Cobble Mountain. The 25K is part of the Blue Blazed Trail Running Series.

Join the Charlie Stavros Memorial Beach Run on September 15, 2026 in Westerly, Rhode Island, a free 3 mile beach run honoring a beloved local runner. Enjoy a scenic low tide out and back along Westerly Town Beach with friends and family.

Charge up the Palisades at the Hook Mountain Ultra in Upper Nyack, NY, with 50 mile and 27 mile trail options featuring big climbs and Hudson River views. Challenging technical terrain and well stocked aid stations keep you moving.

Hit the Hemlock Hills trails in Ridgefield Connecticut on September 20, 2026 for Where the Pavement Ends. Choose a 4.25 mile single loop or an 8 mile double loop over technical, rocky terrain for a true trail challenge.

A point to point trail marathon in the Slide Mountain Wilderness with almost 7000 feet of elevation gain, multiple aid stations, finish area refreshments, and proceeds supporting land conservation.

The Ocean State XC Invitational will take place in East Greenwich on Saturday 26 September 2026. You can run 5 kilometers.

Run the newly restored Moosup Valley State Park Trail in Moosup CT with 5K, 10K and a kids fun run on Sunday September 27, 2026. Postrace medallions or tee shirts, food and drink, leashed dogs welcome, and proceeds benefit the Rotary Club o..

A series of trail ultramarathon events at Mohawk Mountain Ski Area in Cornwall CT from October 1 to October 4, 2026. Multiple distances are offered including relay and backyard ultra formats with multi-day time limits.

Iron Hike Fall Double Kuwohi Trail Marathon Plus Relay is a timed 24 hour trail challenge covering more than 28 miles with epic elevation at Mohawk Mountain in Cornwall Connecticut. Choose solo or relay, run, hike or walk and chase a big da..