Trail Running calendar near Middlebury 2026-2027

A weekly trail running series at Catamount Outdoor Family Center in Williston, VT offering 5 km and 2.5 km options with adult and youth entry categories. Races run rain or shine and follow a published thunder and bib policy.

A 4.61 mile trail race at Moody Park in Claremont NH featuring narrow single track, wet sections and a steep drop and climb at Gravity Cavity. The event is part of the Western NH Trail Running Series and benefits the local parks department.

A family friendly 5K on the Webb Forest trails organized by Wilmot Learning Place, featuring a signed course, water stations, timing for runners, post-race recognition, and nearby parking with overflow at local fields.

A community run on the Lamoille Valley Rail Trail from Oxbow Riverfront Park on August 15, 2026, with an out and back course to the 1.5 mile turnaround, aid at the turn, post-race refreshments, and awards for top three finishers in each cat..

A biannual mountain trail race in Stowe, Vermont on August 16, 2026 covering about 11 miles and 5,000 feet of climbing. The technical, alpine course is limited to 70 runners and requires recent qualifying times.

Weekly trail races at Catamount Outdoor Family Center in Williston, VT, with 5 km, 2.5 km half lap, and a cubbies category for ages 5 and under. Events run rain or shine with a stated thunder and cancellation policy.

Loop-style trail event in Paul Smiths, NY offering 6 hour, 3 hour and 1 hour formats on a roughly 4 mile loop. The course mixes singletrack and former logging roads with live music and food on site.

OakRunner Trail Run features 5K and 10K mountain trail courses at Oak Mountain in Speculator, NY. The route runs on wooded, uneven trails with climbs and descents and a portion of proceeds benefits the Oak Mountain Race Team.

A weekly trail race series in Williston, VT offering 5 km and 2.5 km options with adult and youth categories, bib pickup and on-course water refill. Events run rain or shine and follow a posted thunder and cancellation policy.

A 10 km race at Power Dam Recreation Area in Perkinsville, VT on August 30, 2026, part of the Western NH Trail Running Series. Online registration closes August 28, 2026; youth entries are free and age-based fees apply.

A mountain fundraiser in Stowe on August 30, 2026, featuring a 4.3 mile climb to Mt Mansfield for runners, hikers, and cyclists, plus a kids run, team options, donations, and event merchandise supporting the Catamount Trail Association.

A weekly trail running race at Catamount Outdoor Family Center in Williston, VT, offering 5 km and 2.5 km courses with adult and youth categories. Races run rain or shine and follow a clear thunder and bib policy.

A lakeside trail run in Goshen, New Hampshire on September 5, 2026, with 3 mile and 5.7 mile courses, awards, swag, and a raffle. The longer distance awards points in the Western NH Trail Running Series.

A two-day trail running festival at Jay Peak, Vermont, with seven races from a kids trail to a 53.1 km ultra featuring significant elevation gain and varied terrain, plus on-site lodging and resort amenities.

A 50K trail ultramarathon near Stony Creek, NY on September 6, 2026, with a lollipop course from Harrisburg Lake through Wilcox Lake Wild Forest, multiple aid stations, and about 3,028 feet of elevation change.

Three events at the Springfield Dam on 09/12/2026 include a kids 0.5 mile, a one-mile Maniac Mile for ages 10+, and a 3.1 mile trail run with views of Mt. Ascutney. Food vendors and family activities are planned.

A fall trail event in Groton, Vermont hosted by Onion River Outdoors, offering 25K and 12K routes through Boulder Beach State Park. Note that cell service is limited and day of purchases require cash or check.

A weekend of Spartan obstacle races at Killington Ski Resort in the Green Mountains, featuring Sprint, Beast, Ultra and a Kids Race across steep, off-trail terrain. The event listing includes obstacle counts, sample pricing, and participant..

A scenic 5K cross-country race and a 2 mile fun run and walk at Crown Point State Historic Site. The event includes awards for 5K participants, on-site facilities and a waived registration fee for students 18 and under.

TAM Trek is a trail race and fun run in Middlebury, Vermont supporting the Trail Around Middlebury. Events range from a full 19 mile route around the village to shorter trail races and a family friendly two mile run.