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Walking Events Calendar near Boxborough 2026-2027

Monthly updates for Boxborough

Get new running races (and updates) in your inbox every month.

Explore the top walking events near Boxborough for 2026-2027! We've gathered 100 great walks in the area. Check out our detailed list below to find your next local walk.

November 2026
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 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 walk starts at Canton High School Memorial Field on a mixed campus and neighborhood route with hills; restrooms are at start and finish and parking is in school 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 follow a certified 5K course starting at Galliens Town Beach on Beaver Lake, Derry (39 Pond Road), looping residential roads with scenic lake vistas. Packet pickup is available the Sunday and Wednesday before the event and post race hydra..
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.
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.
Walkers have 2 miles and 5 miles options on Shrewsbury Common, alongside the running races.
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 complete the 5K course starting at 15 West Street, Natick, MA, on a USATF certified route, with music, vendors, packet pickup at Morse Tavern, and awards.
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.
March 2027
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..
May 2027
The event offers walkers a community 5K route that starts at 7 Bishop Street in Framingham, MA, alongside the running races. Packet pick-up and race day registration are available, and there is free parking behind 7 Bishop Street.
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.
Walkers can choose the 5K course that starts and finishes outside Worcester City Hall on Main Street, following a scenic route through Downtown Worcester. A Kids Dash of approximately 1/2 mile is available and strollers must start in the back..
Walkers cover 65 Miles from Boston Common at the 54th Regiment Memorial to Massachusetts National Cemetery over roads and coastal terrain, with checkpoints and hydration.
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