Stratton
Walking Events Calendar near Stratton 2026-2027
Monthly updates for Stratton
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Explore the top walking events near Stratton for 2026-2027! We've gathered 10 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
Guided uphill hike up Stratton Mountain covering 2.14 Miles from base to summit through scenic mountain terrain, followed by a gondola ride down. Participants meet at the main base area in South Londonderry; moderate effort and advance sign up is..
September 2026
Walkers can take part in the 5K road walk starting at Ludlow Community Center, 37 Main St, Ludlow VT, alongside the running races. Pre registration is $25 and the event includes a post race cookout, family friendly activities and department award..
Walkers may enter the half marathon or 5K, starting and finishing at Dana Thompson Recreation Park in Manchester VT, on scenic village and country roads past farmland and fall foliage. The half marathon has a 3.5 hour limit, six staffed water s..
Walkers can join the 5K (3.1 miles) Springfield Dam Run at the Army Corps of Engineers property on 98 Reservoir Road in Springfield VT. The course follows trails and dirt road with slight elevation gain, fast downhills and views of Mt. Ascutney.
Walkers can choose the 1 mile option or join the 5K route, both based at the Williamstown Youth Center, 66 School Street. Daily and occasional walkers, families with pets and strollers are welcome and on site registration is available.
October 2026
November 2026
Walkers follow the 5K of 3.1 Miles from the Berkshire Family YMCA at 655 Gage Street in downtown Bennington, with a short loop by the adjacent fenced field. Kids Dash is free on site and packet pickup is offered the night before.
The event includes a 3 miles course and a 1 mile kids option on Upper Dummerston Road near Brattleboro Country Club; strollers welcome and the road is open so walkers keep left and watch traffic.