Cornwall
Walking Events Calendar near Cornwall 2026-2027
Monthly updates for Cornwall
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Explore the top walking events near Cornwall for 2026-2027! We've gathered 26 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
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
Walkers can join the certified 5K course at Fairfield Hills, 3 Primrose St, Newtown, CT, on event day. Entry is $30 plus three canned goods for the main walk and $5 plus three canned goods for the kids walk, held alongside the running races.
12K, 25K and 50K walks at Macedonia Brook State Park on single track forest trails with steep climbs and views; aid stations supply water, snacks; walkers carry own cup.
The Memorial Walk is a 2 mile route at Winding Trails in Farmington along Memory Lane, held alongside a Kids' Fun Run. Walkers can expect a family friendly route with activities and optional custom memorial signs.
The event offers a 5K scenic Middlebury route starting and finishing at Pies & Pub, 1 Store Road, Middlebury CT. The family friendly course is chip timed, provides free pizza for all finishers and free beer for 21 plus, with parking at Meadowview P..
October 2026
Walkers may take part in a certified and timed 5K on Keating Farms Ave in Newtown CT alongside the running races in a family friendly setting. The finish area features adoptable and rescued animal ambassadors and a free post race breakfast, and a..
Walkers can choose 5K, 10K, Half Marathon or Marathon at Mohawk Mountain Ski Area on ski mountain and forest trails, with aid stations and cupless policy.
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 join the Monster Mile walk; all events start and finish at St. Paul Catholic High School, 1001 Stafford Ave, with free parking via the Maltby Street entrance. Longer courses run through northeast Bristol with a climb at mile 1, roller..
Walkers take the 4K course from Jimmy Lee Stadium at Crosby High School, on a challenging up, down and flat route around the track and grounds. Parking is in the lots right of the Rotella Magnet School entrance across from the track and packet pick..
The event offers a Halloween themed 1 mile fitness walk through the picture perfect Farmington River Valley with views of Simsbury and the Farmington River. It welcomes walkers of all abilities and includes fitness activities, healthy snacks, giv..
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..