Kingston
Trail Running Calendar near Kingston 2026-2027
Explore the top trail runs near Kingston for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 5K on October 31, 2026 at AD Makepeace in Wareham MA around cranberry bogs, with on-site registration, age-group awards and a connection to the Cranberry Educational Foundation.
November 2026
Trail running at Wompatuck State Park with a 4 mile loop and three formats: a single loop, an 8 hour loop challenge, or a Backyard style option.
January 2027
Winter trail event at Hale Education in Westwood MA offering a 30 hour race and a 15 mile looped course with marked trails, cupless aid stations, and required cold weather gear.
March 2027
Trail Animals Running Club hosts 6 hour and 3.5 mile loop trail events at Hale Reservation in Westwood, MA with marked trails, cupless aid, and limited parking.
April 2027
June 2027
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.