West Haven
Walking Events Calendar near West Haven 2026-2027
Monthly updates for West Haven
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Explore the top walking events near West Haven for 2026-2027! We've gathered 67 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
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..
Walkers have an untimed 1 mile Holiday Stroll from 10 Washington Pkwy, Stratford, through the scenic, mostly flat Lordship seaside neighborhood. Roads are open so walkers should stay left facing traffic, parking may fill and water tables may not..
An untimed 1 mile walk around scenic & tranquil Twin Brooks Park on an easy course. The walk starts at the same place as the 5K run, has a $30 online registration fee and no paper or cash entries on the day.
August 2026
Walkers follow a 2.5 Mile scenic trail at Wildwood State Park in Wading River, NY alongside the trail run. Personalized bibs are offered with registration three weeks in advance and finish line photos are free; the event runs rain or shine.
Walkers can take part in a 5K health walk that starts at Holy Trinity Orthodox Church on Joe's Hill Rd in Danbury, CT, alongside the running races. Race day registration and check in are at the church and pre registered walkers may receive a T sh..
Walkers can choose the untimed 1 Mile walk or walk the 3.1 Miles 5K course at Seaside Park in Bridgeport, CT. The 1 Mile is untimed, strollers are welcome, shirts are included for 1 Mile and 5K registrants and advance registration is required..
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 join a 90 minute indoor walk and stair climb at Sacred Heart University Martire Family Arena around the ice rink. Each lap is 0.20 miles with about 80 stairs and 450 steps; a one week virtual 40,000 steps challenge is at participa..
Walkers follow a 4 miles route from Oxhead Elementary School to Hobbs Community Farm: roughly two miles flat, one mile rolling and two climbs. Water and refreshments are at the finish; porta potties are at start and finish.
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.
The event offers a 5K walk starting at The Amber Room Colonnade in Danbury, with a scenic route across the Amber Room grounds. Walkers join alongside the running race and can enjoy a post race barbecue and refreshments on site.
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.
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.
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 follow the 5K course starting at Jeffrey Lane and Main Street by the Setauket Fire Department. Parking is at Setauket Elementary School and bib pickup is at the fire department with early pickup on 9/18 in the evening.
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..
Walkers can join a 5K course at Sherwood Island State Park in Westport alongside the running races. No dogs or alcohol are permitted and there is no on-site registration; children 9 and under register free and family pricing is offered.