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Walking Events Calendar near Middlefield 2026-2027

Monthly updates for Middlefield

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

Explore the top walking events near Middlefield for 2026-2027! We've gathered 47 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
Walkers can join a 5k run/walk starting and finishing on the paved path behind the Performance Pavilion in Bushnell Park, comprising three park loops with plenty of street parking.
The event offers a 5K walk starting at LYSB at 59 Lyme Street in historic Old Lyme, on scenic roads that wind through the village. Pre race packet pick up is available at LYSB, on site registration is accepted up to race day, and tee shirts go to..
Walkers use a mostly flat shoreline course starting at Trubee Doolittle Park on Beach Avenue in Milford. The event is pre registration only, limited to 475 participants, with early packet pickup; Dri Fit shirts for pre registered walkers and refreshm..
August 2026
Walkers can take the 2 Mile route through the Fitzgerald Cornfield at 112 Beecher Road, Woodbridge CT, with ample parking at the Cornfield lot, Beecher Road and Meetinghouse Lane. Refreshments, a verified time, awards and event t shirts are provi..
Walkers can complete a 5K at Priam Vineyards in Colchester CT on a well groomed, well marked course through the 40 acre estate and neighboring roads; walkers start behind runners, must register and follow a one hour limit.
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 a certified 5k (3.1 Miles) course starting at Pent Rd Recreational Complex in Beacon Falls. Entry fees are $25 for adults and $10 for 16 and under, and the walk takes place alongside the running races.
In person walkers can do the 5K of 3.1 Miles in Ellington CT. Course details are pending. Virtual walkers may complete 3.1 Miles, 6.2 Miles or 22.46 Miles anywhere, submit results by email and get packets by mail.
September 2026
Walkers follow a flat, scenic 5K (3.11 miles) boardwalk course starting at Riva on the water, 183 Beach St, West Haven. The route is well marked with volunteers and police, includes one water table, and runs alongside the running races.
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.
A 2 Miles community walk from 1 Palace St in West Haven along the boardwalk with activity stations where walkers use a walk passport to earn raffle tickets. Check in provides a commemorative T Shirt for those registered by August 28 and prepackag..
Walkers follow the USATF certified 5K road course starting at Devitt Field at Southworth and Belmont, along Main Street and Kirtland toward River Street, then back via Elm and Union to Devitt Field. The event is a 5K Run/Walk with electronic chip..
Walkers can choose the 2 Miles Family Fitness Walk starting at 360 Amity Road on the JCC campus, with a course winding through Woodbridge residential neighborhoods. Free on site babysitting for children ages 2 to 8 is available during the races and..
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..
A walking only 2.1 Miles fitness walk at Portland Riverfront Park in Portland CT, held alongside the 5K event. Online registration only with a registration fee of $20.
Walkers can take the 1 Miles route at Edgewood Park in New Haven on a nicely shaded course ideal for September. Ages 1 to 12 walk free with registration, ages 13 to 18 pay $12 and adults $25, and free lunch is provided to participants.
A 5K (3.1 Miles) route through Hubbard Park in Meriden welcomes casual walkers alongside runners, allows friendly dogs, and supports local nonprofits.
Walkers can take the 5K route starting and ending at Mortensen Riverfront Plaza along the Connecticut River on dirt, grass and paved trails.
Walkers can complete the 5K course starting at Multisports Academy, 109 Sanford St Unit G, Hamden CT, alongside the running race.
October 2026
Walkers can choose a 1 mile untimed boardwalk walk with water views or a 5K on flat scenic roads with one minor incline, both starting at Walnut Beach Pavilion, snacks and water provided.
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