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Walking Events Calendar near Salisbury 2026-2027

Monthly updates for Salisbury

Get new running races (and updates) in your inbox every month.

Explore the top walking events near Salisbury for 2026-2027! We've gathered 18 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
A 3.1 mile walk or run open to all abilities, held at High Lawn Farm in Lee MA along Laurel Lake. Technical shirts are available to the first 150 registered walkers or runners, and students participate free and get free ice cream at the finish.
Walkers can choose 3.1 Miles or 8 Miles routes starting on New Milford Town Green. The course follows scenic rural roads with rolling hills including Canterbury Hill, provides water stops, and welcomes walkers and dogs.
August 2026
Walkers have a 2.85 Mile walk that starts and finishes in Coe Park, Torrington, CT, on the road race course. Entry fees are $30 preregistration, $40 after, and $10 for 18 and younger; the walk runs alongside the running races.
Walkers can choose a 1.5 Miles route or tackle the 5K course starting and finishing at Millbrook Vineyards & Winery, across mostly grass cross country terrain with some mildly challenging sections. Registration includes a post walk pour of wi..
At Jug End State Reservation in Egremont MA walkers follow a 4.2 mile loop through woods and fields. Many laps within 6 hours count but partial laps do not; .75 mile loop opens last hour.
Walkers can join the 5K walk on a scenic, flat course starting at 6 Youngs Field Rd, New Milford CT, alongside the running races. The route includes a hydration station and post race refreshments, and registration is free.
September 2026
At Macedonia Brook State Park walkers can choose 12K, 25K or 50K single track routes with climbs, technical descents and viewpoints. Aid stations have water and snacks but walkers must carry a cup or bottle due to a cupless policy.
Walkers can take part in the 5K course that starts and finishes at Kent Town Hall, 41 Green Blvd, Kent CT. Packet pickup is available on race day and the event includes both walking and running categories.
October 2026
Walkers follow a 5K route starting at Chesterwood, 4 Williamsville Rd, Stockbridge MA, alongside the running races. The event offers refreshments and awards and carries a $35 entry fee.
Walkers complete the 5K course via two loops of the Lime Rock Park circuit in Lakeville CT. The venue provides public restrooms and a water station at start and finish, and wheelchairs and disabled push strollers are welcomed.
Walkers can take the 5K route through scenic Cornwall Green and the Cornwall Valley alongside runners and their dogs. Family friendly activities, live music and food accompany the event and proceeds benefit the Little Guild animal rescue.
Walkers can choose the 5K course that starts and ends at Hudson High School and follows a USATF certified route through residential streets, while a free kids 1 mile borders the Hudson Fireman's Home and Museum. Entry is free for those 17 and..
Walkers follow a 5K route on the Collinsville rails to trails bike path, starting near the Crown and Hammer at the Collinsville Bike Path walking bridge by Town Hall with a halfway turnaround. Strollers are permitted and no wheels like bicycles o..
November 2026
Walkers follow the hilly half marathon route in a timed 4 Miles loop starting at American Legion Post 27 in Litchfield. The walk is timed, uses the same course as the races and includes runner amenities and a finish beer.
December 2026
The 2 Mile walk begins on the Bethlehem Town Green in front of Memorial Hall and follows the 5K course on rolling country roads, turning back at the one mile mark. Parking is at the Bethlehem Fair Grounds with shuttle buses to the Green, and the..
February 2027
Walkers may register to walk the scenic 7.8 miles loop around glacial Lake Waramaug, starting and finishing at Hopkins Vineyard with lake shore views. The course is mainly flat with gentle rolling hills and a final 0.2 miles ascent up Hopkins..
May 2027
The untimed Fun Run/Walk of 3.1 Miles follows the Shepaug River through Steep Rock Preserve with a gradual incline. It starts at 2 Tunnel Road, Washington Depot CT; walkers will not receive a race bib.
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