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Walking Events Calendar near Peabody 2026-2027

Monthly updates for Peabody

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Explore the top walking events near Peabody for 2026-2027! We've gathered 79 great walks in the area. Check out our detailed list below to find your next local walk.

November 2026
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..
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 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 5K two loop course through Windham Woods School trails at 39 Roulston Road, Windham, with thin uneven trails not accessible to strollers.
The Community Walk offers a 1.5 Miles route on the high school cross country course at the Academy of Notre Dame in Tyngsboro MA. The walk is held alongside the community runs and requires registration with a $30 fee.
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.
Walkers follow a flat 5K route along the Salisbury Ghost Trail, starting and ending at the trailhead off Rabbit Road in Salisbury, MA. Day of registration is available and before and after race festivities are at Winner's Circle Sports Bar.
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 can choose the 5K or 5 mile course starting in Shawsheen Square in Andover, with an assigned lane at the start for safety and strollers are allowed.
December 2026
Walkers can use the 5K or Half Marathon courses from the NECC campus in Haverhill MA on rural roads beside the Merrimack River with aid stations and toilets.
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 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.
April 2027
Walkers can take part in a 5K walk starting at 137 Monument St, Haverhill MA on the Hill Thrill road race course. The 5K route is described as great for seasoned runners, avid walkers, or anyone in between and runs alongside the running races.
May 2027
Walkers can choose a 5K or 1 Mile route on trails in Wompatuck State Park, Hingham, starting from the DCR Wompatuck State Park Visitors Center. There is a short 5+ minute walk from the Visitors Center to the trail start; dogs are not allowed..
Walkers can choose a 1 Loop Walk or a 1 Mile Walk at Franklin Park Playstead in Boston, MA. The course is 99% grass and dirt through the Frederick Law Olmstead Emerald Necklace park system and runs alongside the event races.
June 2027
Walkers are welcome on the 5K course starting at 392 Hanover St next to St Mary's Parish; the start is a 1/4 mile walk from registration and no dogs are allowed.
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