Windsor
Walking Events Calendar near Windsor 2026-2027
Monthly updates for Windsor
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Explore the top walking events near Windsor for 2026-2027! We've gathered 35 great walks in the area. Check out our detailed list below to find your next local walk.
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 use the 5K course from Forest Park Monkey House at 299 Sumner Ave in Springfield, on park paths with vendor areas and a community atmosphere. Registration includes bib and race T shirt plus route and safety info, with parking fees $3 in s..
The event offers a 5K walk starting at Forest Park near 299 Sumner Ave, Springfield, on accessible park paths with vendors, food trucks and fitness presentations. Registration for the 5K is free and the walk takes place alongside the 5K run.
September 2026
Walkers follow a 5K city course from Kenefick Park (Plainfield St.) to 1500 Main St., passing Springfield streets during the parade weekend. Registration options and a commemorative shirt are offered; walkers start separately from runners.
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 includes a 5K walk at King Phillips Stockade in Springfield, gathering at the pavilion near the entrance at 70 Columbus Ave. Free parking on site and a family friendly post event gathering with boxed lunch options, music and lawn games.
Live Like Scott at Hampden Memorial Park in Hampden, MA offers a casual fun run or walk on park paths plus a hike option to Goat Rock with a memorial bench overlooking the valley. Walkers join family friendly activities and youth 10 and under are fre..
The 5K walk starts and finishes at the Hartford HealthCare Community Stage at Mortensen Riverfront Plaza, following the Connecticut River through Riverfront Recapture parks. Terrain includes dirt and wooded trails, grass and paved walkways and fr..
October 2026
Healthy Living 1K walk at 81 S Elm St, Wallingford CT alongside the community road races. Registration is online with advance packet or race morning bib pickup, fee $10 and walk shirts for the first 100 walkers.