Hopkinton
Trail Running Calendar near Hopkinton 2026-2027
Explore the top trail runs near Hopkinton for 2026-2027! We've gathered 26 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
April 2027
A 123 miles point to point ultramarathon across Connecticut from East Thompson to Southport, with trail and road sections, a 36 hour cutoff, and relay and 100K options.
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.
July 2027
A trail running event in Canton, Massachusetts on July 10, 2027, organized by the Trail Animals Running Club.
August 2027
A single day endurance walk on Wachusett Mountain with 7 to 28 mile options, optional weighted rucks, aid stations, and a 10 hour completion window for official recognition.
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.