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Walking Events Calendar near Pembroke 2026-2027

Monthly updates for Pembroke

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Explore the top walking events near Pembroke for 2026-2027! We've gathered 74 great walks in the area. Check out our detailed list below to find your next local walk.

August 2026
The event features a 5K out and back 3.1 mile course starting and finishing at Carson Beach along the South Boston shoreline, with two hydration stations.
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.
5K walk at White Barn Farm in Wrentham on off road trails with dirt, gravel, rocks, roots and hills; water station halfway and cup less event so bring a water carrier.
Walkers can take part in the 5K at Jamaica Pond, 507 Jamaicaway, Jamaica Plain, MA, or join the virtual option. It welcomes walkers alongside running races and promotes community health and social justice.
A family friendly 2.5K walk around the reservoir at DCR's Chestnut Hill Reservation, a flat paved loop with pre race packet pickup, limited morning pickup and water stations.
Walks start at Courtyard by Marriott South Boston and explore city streets, parks and waterfront, with routes 5km, 6km, 10km, and 11km; restrooms and water are available.
Walkers can take a 5K road walk starting at Belmont High School Track, 291 Concord Ave, Belmont. There is also a kids fun walk of 1 Miles as four laps on the track, and packet pickup is available the day before and the morning of the event.
September 2026
The event offers walkers a USATF certified 5K run/walk that starts and finishes at Walpole High School. Strollers are welcome at the back of the starting pack and dogs are not allowed on the course for safety.
Scenic flat waterfront 5K through the Charlestown Navy Yard with an accessible route, BE FAST signage, and a post event gathering at The Anchor, open to walkers and rollers.
Walkers can follow the 5K course starting at Castle Island in Boston near 2010 William J Day Blvd, with packet pickup available the day before and on event morning. Strollers and wheelchairs are permitted, water is provided at the start and finis..
Walkers can join a free 2 Mile community walk starting at The Dimock Center in Roxbury, MA on city streets alongside the 5K run.
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 follow the 5K course from Barnes Memorial Park in Dedham MA alongside runners, with participant bibs, medals and a post event BBQ.
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 may choose the 5K (3.1m) or 5-mile course starting at Mighty Squirrel Brewery in Waltham, MA, with course marshals and water stops. Strollers and dogs are welcome; walkers should line up in the back and move to the sidewalk if directe..
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 meet at DCR Mother's Rest at Carson Beach for a family friendly fundraising walk that brings patients, caregivers, and supporters together along the event course.
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 follow a loop around Crystal Lake starting and ending in the parking lot of Sacred Heart Parish in Newton. The family friendly route is 1.5 Miles and individual registration is $25 which includes one t shirt.
Walkers join a 5M walk with croissants and matcha, held alongside the running race. The paid event supports Asian small businesses and local AAPI nonprofits, has no medals or shirts, and is capped at 100 participants.
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