Trail Running calendar near Rupert 2026-2027

We have found 77 Trailruns within 80 miles of Rupert. See below where and when you can find the races.

Choose your distance from 7 to 28 miles in this Adirondack endurance walking event at Gore Mountain. Hike through shaded forests and along scenic ridgelines with the option to add weight for a rucking challenge.

A last-person-standing event in Corinth, VT with 1 mile loops and 300 feet of climbing for runners and ruckers, plus an Honor Lap that benefits Northeast Slopes; ruckers carry specified pack weights and medals are awarded at set milestones.

A three-day stage race around Lake Sunapee covering 75 miles with ~15,500 ft gain, plus a 50k option. The format includes overnight camping, organizer gear transport, stocked aid stations, mandatory safety gear, and a $30,000 prize purse.

UTMB Index
August 2026

Trail races in Goshen Vermont offer 36 mile and 14 mile options on mountain single track with significant climbing and views from Mount Moosalamoo. The event is family friendly and runs largely inside the Green Mountain National Forest.

A 12 km trail race on August 1, 2026 in Hanover, NH, using Oak Hill XC and Trescott Trails with 1,446 ft of climbing. The event offers pre-registration and race-day entry with course support and timing services.

The Slate Valley Scramble will take place in Poultney on Saturday 8 August 2026. You can run between 8 and 13 miles.

Experience a rolling cross country run through the forests and meadows of the Landis Arboretum. This sanctioned 5K race offers views of the Schoharie Valley and access to scenic trails and gardens.

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 6 hour loop ultra and a 4.2 mile memorial run at Jug End State Reservation in Egremont, MA on August 22, 2026. The 4.2 mile trail runs through woods, fields and an apple orchard with about 830 feet elevation per lap.

This 4-mile trail run in Schenectady Central Park uses a flexible time trial format. All proceeds support addiction recovery services, honoring a personal legacy. A pre race stretching session is included.

Trail races at Thacher State Park on August 23, 2026, with 10K, half marathon, marathon, and 50K options that share the same opening 10K loop. The event is cupless with multiple aid stations and race day packet pick up.

A scenic 10 km trail loop in Perkinsville Vermont that passes three dams and includes a low river crossing with a rope and lifeguard. Post-run refreshments and a nearby swimming hole are available at the finish.

September 2026

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 50K trail ultramarathon in the Wilcox Lake Wild Forest near Stony Creek, NY, with a lollipop route, about 3,028 feet of climb, two stocked aid stations, and a required experience review for entry.

Test your limits at the birthplace of Spartan Race in the Green Mountains of Vermont. Choose from distances ranging from 5km to 50km featuring steep climbs and rugged off trail descents at the iconic Killington Ski Resort.

Experience the scenic Trail Around Middlebury with distances ranging from a 2 mile fun run to a full 19 mile loop. Enjoy single track trails and mountain views in this community event supporting Vermont footpaths.

A community 5K in Hillsborough, NH on September 20, 2026, organized by the Hillsboro Fire Department. The off-road course may be uneven and strollers are not recommended; registration runs March 25 to September 19 with a $30 fee.

Experience an endurance tradition at Mt. Ascutney featuring 50 mile and 50 km ultra runs, mountain bike races, and team relays. This scenic event supports Vermont Adaptive and includes fun races for kids.

This fifth annual 5K in Dolgeville follows the scenic Greenway Trail through the forest. Registered participants get a free t-shirt, and post-race refreshments are provided. All proceeds go to providing free sports equipment for local youth..

October 2026

Experience a rugged trail race through the Adirondack forests and wetlands of Amy’s Park. Enjoy scenic views and a community after party at a local brewery while supporting land conservation for Lake George.