Weston close

Walking Events Calendar near Weston 2026-2027

Monthly updates for Weston

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

Explore the top walking events near Weston for 2026-2027! We've gathered 111 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
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 follow the 5 km course from 48 Geremonty Dr in Salem, NH, with family and leashed, vaccinated dogs welcome alongside runners. Children 12 and under must be accompanied by a parent or guardian, and costumes are encouraged.
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.
Walk the 5k or 10k courses starting at 84 Antietam Street in Devens, MA, on a course held in support of Veterans and First Responders. Options include a noncompetitive 5k dog walk and ruck options, and walkers may set their own pace along..
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.
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..
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.
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.
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.
Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.