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Walking Events Calendar near Stoughton 2026-2027

Monthly updates for Stoughton

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Explore the top walking events near Stoughton for 2026-2027! We've gathered 110 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
The event offers an untimed, unscored abbreviated 1.5 Miles walk at Memorial Field at Natick High School, the designated option for walkers.
Walkers can follow the 3.1 Miles route through Artesani Park in Brighton, MA alongside running participants. The community event raises awareness and supports lupus education, advocacy, research, and patient support.
Walkers can choose a 5K or 1 Miles route starting at DCR Fort Independence at Castle Island on a flat course along Castle Island in South Boston. Complimentary entry options are available for veterans and race kits are shipped with a shipping fee..
The event offers a 5 km walk on a flat road course starting and finishing at Mullein Hill, 25 Staples Shore Rd in Lakeville, following local residential streets. Water, fruit, granola bars and juice are provided and free onsite parking is availab..
A community walk of 3.1 Miles that starts at Randolph Intergenerational Community Center, 128 Pleasant Street, Randolph MA. Walkers join the 5K alongside the run in a charity event benefiting the Friendly Food Pantry of Randolph.
A walking only 2 Miles route winds through the streets of Raynham from 420 Titicut Road and finishes at the post race celebration. Registration opens 3/21/2026, closes 5/3/2026, and the fee is $15.
Walkers follow a 5K route along the Charles River, starting at 1255 Soldiers Field Rd in Brighton, MA. It is a memorial event held alongside the running race.
A measured 5K road walk alongside the 5K race, starting near the Walpole Public Library and centered on the Walpole Italian American Club. The course runs on town streets; no street parking on the course, use Knights of Columbus or nearby town lo..
Walkers can take part in the family friendly 5K on a road course starting at Lt. Ross Memorial Park, 32 Johnson Street in Peabody. No strollers or dogs are allowed on the course and post race refreshments are provided.
Walkers can choose a 1.4 mile walk with 5k and 10k events alongside, all based at Curtis Middle School, 22 Pratts Mill Road, Sudbury MA. Same day registration and pre race bib pickup are available, and strollers and special needs particip..
The 5K starts at Canton High School Memorial Field, climbs to the upper campus past the tennis courts and returns via neighborhood streets to the football field. Restrooms are at start and finish and parking is at Canton High lots.
The event features an in person 5K walk at Endicott Estate, East Street, Dedham MA; strollers welcome, walkers are not chip timed and a virtual 5K option is available.
Walkers are welcome on the 5K course in Pawtucket, RI, with a kids race alongside. Baby strollers must line up at the back for safety and preregistered participants receive t shirts.
Walkers can use the 5K course that starts at Plymouth Rock Pilgrim Memorial State Park on Water Street in Plymouth; there are no water stops on course and water is available at the finish.
The event offers walkers a 5K course starting at HP Clough Elementary in Mendon. It welcomes walkers, strollers and baby joggers alongside runners and benefits the Clough PTO.
December 2026
A non competitive 2 Miles walk over the hilly Mount Hood Golf Club area, starting 0.2 miles from the Melrose Fish & Game Club. It is an easier festive option alongside the races, with parking near the clubhouse so participants should expect a sho..
Walkers can choose a 5K or a Kids Elves 1/4 mile course that starts and finishes outside Centreville Bank Stadium in Pawtucket. The route finishes through holiday lights inside the stadium and walk up registration and packet pickup are availa..
Walkers follow the 5K route that starts and finishes in Davis Square, Somerville, winding through the streets and squares of the city. The event includes a post race party in several local bars.
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