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Walking Events Calendar near Wrentham 2026-2027

Monthly updates for Wrentham

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Explore the top walking events near Wrentham for 2026-2027! We've gathered 108 great walks in the area. Check out our detailed list below to find your next local walk.

November 2026
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.
Walkers follow a road 5k course of 3.1 Miles at Polar Park in Worcester, MA, alongside the running races. Same day registration is available and the event welcomes all fitness levels and strollers, with post event food, music and prizes.
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 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.
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
Walkers may participate in the holiday themed 5K at Bay State Brewing Company in a community event open to all paces and team participation. The route welcomes walkers alongside runners and supports the Arthritis Foundation.
Walkers can choose a 5K route or a kids 0.5 Miles course, both starting and finishing on Front St next to Worcester City Hall on a family friendly route alongside the run.
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.
March 2027
Walkers can use the 5K Run/Walk course of 3.1 Miles starting at Pawtucket City Hall, 137 Roosevelt Ave, Pawtucket. There is a kids leprechaun run of approximately 1/4 mile, strollers must start in the back and no pets are allowed.
Walkers are welcome on the 5K course through Elm Park with start and finish on Park Avenue near Highland Street, held before the St Patrick's Day parade. The finish area includes a beer garden for parade viewing and packet pickup is available bef..
Walkers may take the 5K (3.1 miles) along the Providence St. Patrick’s Day Parade route starting at the Rhode Island State House; strollers must start in back and no pets.
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