Trail Running calendar near Bristol 2026-2027

Experience a winter trail challenge at Hale Education featuring 15 mile and 30 hour options. Navigate three unique loops through the Massachusetts woods while testing your endurance and self reliance in cold weather conditions.

Trail races at Monastery Trails in Cumberland, RI on March 14, 2027 offer distances from a 1 mile kids run to a 100K 12 hour ultra. Team ultra entries and a multilap 5 hour option are available and all finishers receive a medal.

A trail run in Union, CT on March 28, 2027 offered as a 16 Miler along the Nipmuck Trail through Yale-Myers Forest. Organized by Shenipsit Striders with limited parking, no race day registration, and minimal aid stations.

A 123.2 mile point to point ultramarathon across Connecticut from East Thompson to Southport with mixed trail and road terrain, aid stations and medical support, a 36 hour limit, plus 100K and relay options.

An obstacle course race in Cumberland, Rhode Island featuring a 3.2 miles course with about 1,000 feet elevation, multiple wave formats including elite and age group competition, multilap sessions, and a 12 hours ultra option.

The TARC Spring Classic takes place April 24, 2027 in Jericho Town Forest, Weston, MA, with 10K, half marathon, marathon and 50K looped trail options, a single aid station, marked course, and a cupless race format.

A trail running event on the Wapack Trail in Ashburnham Massachusetts with 21.5 mile, 43 mile, and 50 mile options across rocky, technical terrain with aid stations, drop bag support, and a manual timing system.

A looped hill endurance event in Cumberland Rhode Island where participants run or hike as many laps as possible within a 12 hour period. The top male and female who cover the greatest distance are named King and Queen of the Hill.

The inaugural F.I.T. 50k in Cumberland, Rhode Island is a 50k trail ultramarathon with equal parts smooth non technical and moderately technical terrain. The event includes a generous cutoff time and a $65 registration fee.

The Woodland Ramble Trail Run will take place in Stonington on Saturday 5 June 2027. You can run 5 kilometers.

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 weekend of Spartan obstacle races at Carter & Stevens Farm in Barre, MA on June 26-27, 2027, featuring a 5 km Sprint with 20 obstacles, a 10 km Super with 25 obstacles, a kids race, spectator access, team entry options, and service discou..