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Walking Events Calendar near Plymouth 2026-2027

Monthly updates for Plymouth

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Explore the top walking events near Plymouth for 2026-2027! We've gathered 32 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
The walking only 3 Miles starts at Wixon Middle School on Rt 134 in South Dennis MA. Walkers must walk for prizes or face disqualification. Registration is $25 online, $35 day of, with bib pick up day of only.
Walkers can take part in a 5K course starting at Braintree Town Hall, 1 John F Kennedy Memorial Drive, Braintree MA 02184 alongside the running races. Culturally competent first responder mental health programs will be on site, and race shirts an..
August 2026
Walkers can choose 1.5 Miles or 3.1 Miles routes from Ryan Playground Neponset Trail, 350 River St, Mattapan. Routes follow the park and Neponset Trail and run with festival and community health fair; T shirts while supplies last.
A 5K Carnival Walk along the full length of Commercial Street in Provincetown welcomes walkers of any pace, passing the towns main drag and carnival atmosphere. Walkers meet in front of Harbor Hotel, 698 Commercial St., where coffee is provided.
September 2026
The event offers a 5 km walk that starts and finishes inside Fort Phoenix in Fairhaven on road courses, with plenty of free onsite parking. Water and Gatorade are provided, and a walker category runs alongside the running races.
A community 5K walk starting at 250 East St in Mansfield, MA, focused on mental health awareness and suicide prevention. Proceeds support mental health programs and the event brings together community members, healthcare professionals and advocat..
Walkers can use the 5K course from 1119 Washington Street in Stoughton on roads fully closed to traffic. Bib pickup and onsite registration are available, with post race water and snacks and overflow parking with free shuttle.
Walkers follow a 1.4 mile route beginning and ending at Old South Union Church in South Weymouth. Music, food and recovery resources are provided after the walk.
Walkers can take part in the 5k (scenic 3.1 mile) route around Sandwich Marina and the beach, starting and finishing at Stop & Shop Plaza, 65 Rt 6A, Sandwich MA. Walkers go alongside the running race; runners leave the start first.
Walkers can take the 5 km road course from the Holiday Inn Express at 360 Airport Rd in Fall River and return the same route. Free onsite hotel parking is available, and the event includes a walking option alongside the running race.
Walkers follow a scenic loop to the Scituate Lighthouse from 1 Kent Street in Scituate MA, covering 3.75 Miles. The route offers an option to turn around at the Scituate Community Center for a shorter outing.
Walkers are welcome on 5K and 10K road routes starting at Trillium Brewing Company, 100 Royall St, Canton MA, alongside the running races.
The event features a 5k walk in Buttonwood Park, New Bedford, meeting at the corner of Lake Street and Buttonwood Street behind Lawler Library. Race packet pickup, post walk breakfast, music, honor beads, and same day registration are available f..
October 2026
Walkers can take part in the 5k either in person or virtually alongside running races, with a free Kid's Dash for ages 8 and under. The event raises funds for the Patient and Caregiver Fund to support patients and families.
The 5K loop at Oak Point Community, 200 Oak Point Drive, Middleboro welcomes walkers; race day parking is at the start, strollers must start in back and dogs are not allowed.
Walkers follow an out and back lap on Mansfield's WWII Veterans Memorial Trail of at least 2 1/2 miles over paved, gravel and grass. Laps are done within a 6 hour time limit and carried pack weight is measured at the start and finish of each lap..
Walkers can do the in person or virtual 5K from 120 Main Street in Buzzards Bay, with parking at the Buzzards Bay Recreation Area lot. The in person USATF course has professional chip timing and bib pickup a few steps down the road at 120 Main St..
Walkers can choose a 5K or 1/4 mile course from 62 Water St, Plymouth, on a scenic oceanfront route with views of Mayflower II and a cider donut and drink at the finish.
Walkers are welcome on the mapped 5K course starting and finishing at Dunkin' Donuts Corporate Offices, 130 Royall Street, Canton, MA; no dogs allowed on the course.
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