Sutton
Trail Running Calendar near Sutton 2026-2027
Explore the top trail runs near Sutton for 2026-2027! We've gathered 35 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail races of 5.3 miles and 10 miles through Callahan State Park with road sections to and from Brophy Elementary in Framingham.
A multi-distance event at Old Sturbridge Village featuring a 5K course that mixes road and trails, a scenic 2-mile walk, and a short kids trot.
Thanksgiving morning Turkeywacker 5K in Wrentham MA on 11/26/2026 featuring a scenic trail, post-race donuts and cider, raffle prizes, and awards by division.
January 2027
Winter trail event at Hale Education in Westwood with a 30 hour ultra and a 15 mile looped course, marked trails, cupless aid stations, and required cold weather gear.
March 2027
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.
Trail race on March 28, 2027 in Union CT covering about 16 miles on the Nipmuck Trail through Yale Myers Forest with parking at Bigelow Hollow State Park.
April 2027
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.
Trail Animals Running Club hosts looped trail races at Jericho Town Forest with 10K, half marathon, marathon and 50K options, a single aid station, and strict time cutoffs.
May 2027
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.
June 2027
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.
Obstacle course weekend at Carter & Stevens Farm in Barre, MA featuring Sprint 5K, Super 10K, kids races, and wooded trails across pasture and cornfields.
August 2027
A timed, single-day endurance walk on Wachusett Mountain with 7, 14, 21, or 28 mile loops, optional weighted rucks, and aid stations about every 2.5 to 3 miles.
October 2027
Test your endurance on a scenic 5K trail loop in Wrentham where you decide how far to go one hour at a time with distances ranging from 5K to 50K.