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Walking Events Calendar near Milford 2026-2027

Monthly updates for Milford

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Explore the top walking events near Milford for 2026-2027! We've gathered 116 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
The 3K (1.8 miles) walk starts on Elmgrove Avenue at Brown University Stadium through Providence East Side with water stations; strollers start at the back and dogs are not allowed.
Walkers can join the 5K Fun Walk at The GazBar Sports Grill, 1045 Central Street, Leominster, MA. Day of onsite registration is available, walkers receive event swag and food with registration, children under 10 are free with a registered adult a..
Walkers will follow a route on Boston Common alongside the 5K run and can enjoy a resource fair, family activities and entertainment around the park. The walk is part of a fundraising event supporting autism research, advocacy and community resources..
Walkers can walk or roll an abbreviated 1.5 Miles non timed course in Roger Williams Park on F C Greene Memorial Blvd in Providence RI alongside the 5K events.
Walkers use an out and back course on Mansfield's WWII Veterans Memorial Trail with laps of 2 ½ miles on paved, gravel and grass, carrying weighed packs and a 6 hour time limit.
Untimed 5K and 1 Mile memorial walks at 90 Stow Street, Concord MA, benefiting Rachel's Gift and honoring babies gone too soon.
Walkers can choose the 5K (3.1 miles) or 10K (6.2 miles) course, starting and finishing in historic Foster Center. The route follows quiet country roads past historic sites, meadows and farmland and is dog and stroller friendly with free park..
In person walkers follow course maps for the 1.5 Mile Walk starting at Mitchell Elementary School, 187 Brookline St, Needham MA. A virtual option lets walkers complete the 1.5 Mile Walk anywhere during the October 16 to 18 weekend on trails,..
Walkers follow a 5K route of two clockwise loops around Jamaica Pond, starting at the Jamaica Pond Boathouse in Jamaica Plain. The course uses Emerald Necklace pathways and is accessible by transit, on foot or by bike with nearby parking.
Walkers use the 3.1 Miles course that starts and ends at EPFD Station 3 at 30 N Broadway in Rumford, RI and follows neighborhood roads. Registration includes a T shirt and there will be DJ entertainment and post race refreshments and costumes are..
Walkers are welcome on the mapped 5K course starting and finishing at Dunkin' Donuts Corporate Offices, 130 Royall Street, Canton, MA; no dogs allowed on the course.
Walkers can take the 5K on the flat, tree lined Wells Ave loop in Newton, with parking at 1 Wells Avenue and registration at 90 Wells Avenue; strollers and leashed dogs are welcome.
Walkers use a 5 km course from Dunning Elementary School in Framingham as part of the run walk and family fair, with refreshments and family activities; pets not allowed except service dogs.
Walkers can take the 4.2 mile Out to Pasture loop at Waters Farm in Sutton MA on mixed wooded trail and open pasture, with festival admission included.
Walkers follow a 5K course at Fiedler Field, Charles River Esplanade, on paved paths with some cobblestone footbridges. The walk is untimed with an unchipped bib; strollers and leashed dogs are allowed and ADA portable restrooms are onsite.
Walkers follow a downtown Providence route from Water Street covering 3.1 Miles, including a RIPTA bus tunnel. A kids dash about 1/4 mile for ages 12 and under allows walkers; strollers start in back and no pets are allowed.
Walkers can choose a 3.1 Miles out and back course or a 1 Miles loop, both starting and finishing at Ashland Middle School. Routes pass open fields, wooded nature trails and paved paths with a grassy school campus option for a gentler route.
The event offers an untimed, unscored abbreviated 1.5 Miles walk at Memorial Field at Natick High School, the designated option for walkers.
Walkers climb the lower bowl stairs of Gillette Stadium across 36 sections totaling 5,184 steps, with water stations on course and concessions inside the stadium.
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.
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