Shrewsbury
Walking Events Calendar near Shrewsbury 2026-2027
Monthly updates for Shrewsbury
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Explore the top walking events near Shrewsbury for 2026-2027! We've gathered 55 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
Walkers have a mostly flat family friendly 5K route from Upton VFW in Upton, MA, ideal for a family walk before it gets too hot. Day of registration opens at 7am, with a water stop at halfway and parking at the VFW and Rose Garden.
The event welcomes walkers on the 5K course from 175 Lincoln Street in Blackstone MA with race day parking. Strollers start in the back; dogs are not allowed and service animals are permitted with prior arrangement.
Walkers follow historic trails at Minute Man National Historical Park in Lexington and Lincoln, MA along routes used by Colonial Militia and British forces. The ruck offers a walking option and starts at 210 North Great Road in Lincoln, 22 miles from..
August 2026
Walkers follow a muddy 5K at 508 INTL Adventure Sports Center Boston on a course of mud pits, obstacles and slides with mud no deeper than waist and quick dry gear recommended.
Walkers follow a 3 Miles route in downtown Worcester from 64 Franklin Street, passing through the Canal District and downtown streets alongside the official 5K course. The stroller friendly walk is open to all ages; walkers pay $10 and are entere..
Walkers follow a family friendly 3.1 Miles course from South Street across from the Police and Fire Station through hilly and flat sections. Warm ups occur beforehand and parking is at Meetinghouse School and nearby lots.
September 2026
Walkers can choose a 5K or an untimed 1 mile route through scenic Hopkinton State Park at 164 Cedar St, Hopkinton, MA, on pavement with some rolling hills. The course is fully wheelchair accessible and welcomes strollers, wagons, and wheelcha..
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 can use the 5K course at 82 Wheelock Ave, Millbury, featuring three short hills in the first half, a fast downhill and a flat finish. Start and finish are adjacent to parking and number pick up and registration, and pets on a leash and st..
Walkers can join the scenic 5K (3.15 Miles) lap around Alexander's Lake, starting and finishing at The Lake Tavern in Dayville on private roads. Race day registration, check in and bag and bib pick up are available, with a kids fun run alongside..
Walkers follow the 5K muddy obstacle course at Carter & Stevens Farm in Barre MA with 18+ obstacles; event is women only and open to ages 7 and up.
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 can use the 5K course starting and ending at Moon Hill Brewing Co., Parker Street, Gardner, MA alongside Oktoberfest activities. First beer provided with registration is served after the course and awards honor the top 3 M/W/N walkers.
Walkers can follow the 5K road course beginning at 33 Howard Street in Northborough, MA alongside runners, with bananas and water provided.
A community fundraising walk of 3 Miles along the Assabet River Rail Trail starting at Immaculate Conception Meehan Hall, 119 Washington St., Marlborough. Walkers may complete the full distance or shorter routes, registration is free and extra fo..