Trail Running calendar near Ripton 2026-2027

Thursday Night Hustle at Mt Van Hoevenberg is a weekly summer series of trail runs and mountain bike races on Thursday evenings from early June through early August. Divisions run from kids to adults, courses alternate between hilly and fla..

A 12-hour trail event in early June 2026 at Overlook Trailhead near Moreau beach featuring a 3.8-mile loop with a steep staircase climb. Participants can run solo, form relay teams, or enter a Fun Run of one to three laps.

A trail event on Wright's Mountain in Bradford, Vermont offering a 5K with an 850 foot climb and a 1.5 mile youth fun run. Proceeds support the Friends of Wrights Mountain Fund for forest maintenance.

An 8 mile uphill road race climbing about 3,500 feet to the summit of Whiteface Mountain, finishing with 360° views of the Adirondacks, New England and Canada. Entry includes a finishers medal and a t-shirt.

A two-lap mountain race at Mount Sunapee Resort on June 7, 2026, covering about 9.3 miles and 3,300 feet of climbing. The event hosts the 2026 USATF Mountain Running Championships and the Collegiate Mountain Running Nationals with cash priz..

A weekly trail running series at Catamount Outdoor Family Center in Williston VT offering 5K and 2.5 km options, weekly bibs, weather and thunder policies, on site water refill, and check in procedures for safety.

A 6.9 miles mountain trail race at Cannon Mountain, New Hampshire with 3,080 ft of elevation gain and a summit at 4,031 feet. The route features a 2 mile Kinsman Ridge section on steep technical trails and a strict 2 hour summit cutoff.

A trail race in the Newport town forest with 6- and 3-mile options on rocky, rooty, hilly singletrack. Starts and finishes at Newport High School; proceeds support local recreation and town forest trails.

Experience a scenic 14K run over the dirt roads of Jeffersonville and Fletcher. Support local Vermont farmers while enjoying live music, fresh food, and community celebrations following the race.

A weekly trail running series at Catamount Outdoor Family Center in Williston offering 5 km and 2.5 km options, rain or shine, with published per-night fees, a thunder delay policy, weekly bibs, and on-site water refill.

Catamount Ultra at Trapp Family Lodge near Stowe, VT offers 25k and 50k trail loops around Mount Mansfield with aid stations, a cup-free policy, substantial elevation, and a 9 hour limit for the 50k.

Mansfield Uphill is a 1.7-mile uphill race at Stowe Mountain Resort on June 21 and October 18, 2026, with proceeds supporting the Mansfield Nordic Pro Team. The field is limited, prizes are awarded at Midway Lodge, and a team Q&A follows.

Five Monday evening 5K trail races at Town of Wilton Camp Saratoga across June to August 2026. Entries available per race or as a series package; proceeds benefit the Wilton Wildlife Preserve & Park.

Weekly trail races at Catamount Outdoor Family Center in Williston offer 5 km and 2.5 km options with adult and youth categories. Events run rain or shine with a thunder policy, onsite bib pickup, and a water refill station.

A 72-hour endurance race in Pittsfield Vermont on June 26-28 2026 combining physical obstacles, navigation, and mental challenges. Tickets for the Death Race require a promo code issued after acceptance by the race director.

Spartan H3X is a staged Hurricane Heat endurance challenge at Riverside Farm in Pittsfield, VT on June 26-27, 2026. Participants choose 4 hour, 12 hour or 24 hour options and may continue through all stages up to 24 hours.

A 24 hour endurance event in Pittsfield, Vermont on June 27 to 28, 2026. Runners repeat a two mile loop with 970 feet of elevation gain as they compete for most laps or aim to last the full 24 hours.

An 8.2 mile mountain race in Killington, Vermont with 3,010 feet of ascent and a 700 runner cap. The counterclockwise course summits Killington Peak, includes two aid stations, marked trails, and a steep Needle's Eye finish.

A charity team challenge on June 27, 2026 in Bristol, NH that recreates Special Forces mission tasks. Teams of 6–12 choose Operator or Recruit levels, with awards for top teams, MVPs, fundraising leaders, and participant milestones.

A roughly 4.5 mile trail run in Webb Forest near Sunapee, New Hampshire on June 28, 2026, benefiting the Sunapee Middle High School Track and Field program. The course features mountain vistas, single track and varied terrain, with raffle p..