Vermont
Vermont Walking Events Calendar 2026-2027
Monthly updates for Vermont
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Explore the best walking events in Vermont for 2026-2027! Our updated list features 27 great walks across the region. Find your next walk in Vermont below and join the walking community at these great events!
July 2026
Walkers follow a 5K course at Orleans County Fairgrounds Racetrack, 278 Roaring Brook Road, Barton VT, with water on course and at start and finish. Strollers and wheelchairs are permitted and walkers take part alongside the running races.
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..
August 2026
Walkers can take the 5K course at the KW Fun Run/Walk, with the start at 68 Randall St in South Burlington. The event is family friendly, held outdoors in the morning, and offers free parking for participants.
The Last Mile features a 1 mile or 2 mile walk on Friday alongside a timed 5K. Mapped walk routes are provided and registrants by July 1 receive a free t shirt.
September 2026
Walkers use a measured 5K through downtown Northfield or a 1 Mile kids loop with mile markers and a midpoint water station. The 5K starts on Rt 12 by Northfield Savings Bank; strollers headphones and dogs are not allowed.
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 use a 5K out and back course from Elmore Fire Station on Beach Road along a mostly flat route past Elmore State Park beachfront, Rt 12 and the Elmore Store. Camp Road has a well maintained dirt section with lake views and refreshments and..
Walkers choose turnaround points at 1 mile, 2 mile or 3 mile on a route through Bombardier Park starting near Lakelife Nutrition. The path is partly sidewalk and partly packed trail, parking near Lakelife is limited and registration is $5..
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 do the 3.1 Miles 5K Run/Walk starting and finishing at Shelburne Beach on Beach Road. The gentle route mixes dirt, gravel and pavement, passes Lake Champlain and Holmes Creek Covered Bridge and is shared with runners.
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.
The Sprouty offers a 5K walk along the White River in Sharon, Vermont, starting at Sharon Elementary School, 135 School Street. Walkers participate alongside the 10K race, and children 12 and under register free for any race.
A 2 Miles walk takes place at Veterans Memorial Park in South Burlington, Vermont, alongside the event's running races. The walk is a fundraiser benefiting the University of Vermont Medical Center Headache Clinic and local migraine research.
5K walk starts at Wilmington Police Department, 40 Beaver St, Wilmington VT, following a community 5K course alongside the running races. Registration fee is $30 and the event is family friendly with a kids fun run.
Walkers can take the 5K out and back course starting and ending at Snow Farm Vineyard in South Hero on West Shore Rd alongside the 10K event. The first and last mile are gently rolling and the middle is mostly flat.
The route crosses five mountains with options from 11.7 miles up to the full 26 miles, starting at Moose Mountain via shuttle drop off on steep forested trails and roads. CCC Road, Long Pond lunch station and Mad Brook provide water restrooms and..
Walkers follow a 3.1 Miles route through historic Orwell, VT, starting at 480 Main Street on gentle town streets suited to a leisurely pace. All in-person participants receive a custom T-shirt and wooden token, and walkers are welcome alongside t..
A timed 5K walk on the Lamoille Valley Rail Trail starts at 257 Portland St in Morrisville. The route follows the rail trail and is held alongside the 5K run and bicycle ride options.
Walkers can choose timed 1K or 5K courses at 55 Collins Drive in Middlebury, VT. The event runs alongside family friendly activities, food trucks, and a community resource fair, with bib pick up available.
A 1.5 Miles fun walk starts at Veterans Memorial Park in South Burlington and welcomes friendly leashed dogs. Race packets can be picked up at Houndstooth in Burlington to avoid lines; the walk occurs alongside the running races.