Rochester
Trail Running Calendar near Rochester 2026-2027
Explore the top trail runs near Rochester for 2026-2027! We've gathered 14 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A weekend of mountain obstacle races at Killington Ski Resort with Sprint, Beast, Ultra, kids races, and spectator access on September 19–20, 2026.
Trail races at Shaw Outdoor Center Northfield VT on Sep 27 2026 featuring a Paine Summit 7+ mile and a 6k Anchor Challenge with a 4-person team option.
October 2026
February 2027
A multi-day winter endurance race in Pittsfield, Vermont with snow-covered trails, physical obstacles, problem-solving tasks, and continuous efforts that can run 40 hours or more.
May 2027
Bloodroot Ultra is a multi distance trail event May 5 to 8, 2027 in Pittsfield Vermont featuring races from 10M to 200M on Green Mountain trails.
A multi day trail running festival in Ripton, Vermont featuring races from a 9 mile course up to multi day marathon series and ultra distances. Held at Silver Towers Camp in Green Mountain National Forest with on site camping for a small fee.
June 2027
A 72 hour obstacle course endurance event in Pittsfield, Vermont from June 24 to 26, 2027 at Riverside Farm, with team entry options and a service member discount.
A three stage Hurricane Heat endurance event at Riverside Farm on June 25 to 26, 2027 offering 4 hour, 12 hour, and 24 hour options with an 18 plus age requirement.
Two endurance formats at Riverside Farm VT: a 24 hour loop challenge and Last Spartan Standing with 45 minute laps of about 2 miles and 970 feet gain.
An 8.2-mile trail race at Killington, VT on June 26, 2027 with 3,010 ft of ascent, multiple divisions, prizes, and a 500-entry cap.
July 2027
A marked 5k trail run and walk on July 4 in Rochester starting and finishing at River Brook Park, following single-track trails through Chantrea Field and the VCR Connector.
July ultramarathon in Vermont offering 100 mile and 100 kilometer options, 17,000 feet of climbing, with proceeds supporting Vermont Adaptive Ski and Sport.
A last runner and rucker standing event on a 1 mile loop at Northeast Slopes in Corinth VT, with weighted rucking rules and memorial loops honoring members of 2/4 Marines.