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Walking Events Calendar near Farmington 2026-2027

Monthly updates for Farmington

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Explore the top walking events near Farmington for 2026-2027! We've gathered 42 great walks in the area. Check out our detailed list below to find your next local walk.

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.
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 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 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.
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 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 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 1 Mile Fun Walk starts at the Farmington Canal parking lot on Sherman Ave in Hamden, CT. The walk takes place alongside the event's 5K and 10K running races.
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..
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 choose a 1 mile walk or join the 5K course starting at Norton School in Cheshire, CT, following the scenic Farmington Canal Line past historic homes. Walkers are not timed; first 550 5K or walk entrants get a long sleeve tech shir..
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.
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..
Walkers can join the 3.1 Miles course alongside the running races, starting at 370 Bassett Road, North Haven, CT. Walkers receive a shirt, jingle bells, and a medal.
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..
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