Milford
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.
August 2026
The event features a 5K out and back 3.1 mile course starting and finishing at Carson Beach along the South Boston shoreline, with two hydration stations.
Free community walk at India Point Park (201 India St); walkers may choose 1 mile, 5K, 10K, Half Marathon, or 50K.
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 can take part in the 5K at Jamaica Pond, 507 Jamaicaway, Jamaica Plain, MA, or join the virtual option. It welcomes walkers alongside running races and promotes community health and social justice.
Walks start at Courtyard by Marriott South Boston and explore city streets, parks and waterfront, with routes 5km, 6km, 10km, and 11km; restrooms and water are available.
September 2026
Walkers can take on the 13.1 mile scenic road point to point course in Worcester County near Shrewsbury, with chip timing, shuttle transport and a finish line celebration.
Walkers can follow the 5K course starting at Castle Island in Boston near 2010 William J Day Blvd, with packet pickup available the day before and on event morning. Strollers and wheelchairs are permitted, water is provided at the start and finis..
A community 5K walk starting at 250 East St in Mansfield, MA, focused on mental health awareness and suicide prevention. Proceeds support mental health programs and the event brings together community members, healthcare professionals and advocat..
Open to walkers, the 5K starts and finishes at University Orthopedics Kettle Point campus in East Providence and follows the East Bay Bike Path with waterside Providence skyline views. The timed road course has one water station at mile 1.5 and o..
Walkers can join the in person Downtown 5K or the virtual Downtown 5K run walk, both starting on Memorial Blvd in downtown Providence. Baby strollers are allowed for walkers only and walkers will line up at the back for the 5K start.