Westwood
Trail Running Calendar near Westwood 2026-2027
Explore the top trail runs near Westwood for 2026-2027! We've gathered 25 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
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.
A 20-mile single-loop hike at Wompatuck State Park on June 5, 2027, with aid stations, finisher medal, certificate and about 950 ft of elevation gain.
July 2027
A technical 12K trail race on the Blue Hills Skyline Trail in Milton, MA with about 2,300 feet of climbing and limited aid on July 11, 2026.
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.