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Walking Events Calendar near North East 2026-2027

Monthly updates for North East

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Explore the top walking events near North East for 2026-2027! We've gathered 45 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
Walkers can choose a 3.1 Miles trail walk through Stanley Park or the wheel friendly 1 Miles Stroll & Roll along accessible park pathways. T shirts are included for those registered by September 18, 2026.
Walkers use the 1.5 Miles walking only route around Ashley Reservoir in Holyoke, with day of activities at the Holyoke Elks and held alongside a 5k run. Registration opens 6/1/2026, fee $30, and proceeds benefit YWCA survivor services.
Walkers can choose the 5K or the Kids 1 Mile at the Farmington Polo Grounds, a family friendly course where sprinting, jogging, or walking are all welcome.
Walkers can enjoy the 4th Annual OAH STRIDES at Simsbury Meadows Performing Arts Center with a 5K route and family festival amenities. The event also features a kids 1 Mile fun run alongside the running races and Family Fun Day activities.
The Family Fun Walk offers a 2 Miles route at Ashley Reservoir in Holyoke MA with a carnival at the site and a registration fee of $35.
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 can choose the 5k fun hike or the 10k and 25k routes, all on rugged single track trails in Mt. Tom State Park with start parking at Bray Lake. Aid stations are about every 5 miles and an early start is available on request though..
Walkers follow the 5K course of 3.1 Miles starting at Andover Elementary School, 35 School Rd, Andover CT, on a community route alongside the running race. Event includes bib pick up and a Halloween costume contest, with proceeds supporting local..
Walkers use an alternative 5K route starting at the PMCC entrance in Hartford, on a community course alongside the running races, with light refreshments at the finish.
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..
Untimed 2 Miles walk from Haddam Neck Fairgrounds East Hampton on mostly flat country roads with some hills; walkers check in on arrival, strollers welcome.
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..
Walkers can take a 2 mile road walk from Grise Funeral Home, 280 Springfield St, Chicopee, on the same course as the 5K road race with on site registration.
November 2026
Walkers can choose a 3 Miles live or virtual walk starting at 172 Lake Street, Coventry CT. The event runs alongside running and ruck options and donates 100% of proceeds to CT veteran organizations.
A Fitness Walk covers 1 Miles and starts at 2016 to 2098 Hillside Rd, Storrs, CT. The walking only event runs alongside the 5K and 10K races and follows roads around the start area.
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.
Walkers can enjoy a 1 Miles course starting at Norton School along the scenic Farmington Canal Line past the charming historic homes of Cheshire.
Walkers follow a 3.5 Miles loop around Scoville Reservoir on the Mill Pond Way Trail near 201 Nichols Road, Wolcott. Free water, light snacks and a porta potty are provided and post race yoga is available for participants.
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