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.
September 2026
Walkers follow the distance 3 Miles (also described as 5K or 3.5 mile) starting and finishing at The Corner Dive. Entry is free and walkers are welcome alongside the running races with post event drinks and music.
October 2026
Walkers can take a 5K road course or a 1K family route from Craft Food Hall BXB at 500 Beaver Brook Rd, Boxboro MA. Ample parking is available; 5K entries include one free drink, and dogs on leash and strollers start behind runners.
Walkers may take part in a 5K or a 1 mile fun course through Barrington streets and fields, with bib pickup at Barrington Christian Academy, 9 Old County Rd. Race day registration is available but no cash is accepted.
Untimed 5K walk at DCR Mother's Rest at Carson Beach in Boston, held alongside the 5K run and with day of packet pick up available.
Walkers can complete the certified 5K course at Shore Park 115 Shore Drive Worcester, with walk in registrations welcome and early bib pick up at Sneakerama.
Walkers can choose the 5K distance on the historic cross country course in Franklin Park near Pierpont Rd in Boston. The event welcomes walkers alongside runners and has registration fees ranging from free for BLS students to $30 for others.
Walkers follow a 4 Miles route starting at 1545 Tremont St, Roxbury Crossing MA. The community event supports the Society of St. Vincent de Paul, features free registration with on site forms, and accepts online pledges to the chosen SVdP council..
The event features a 5K walk at Moakley Park on Columbia Road in Boston on park paths near Carson Beach, with a water stop at 1.5 miles, registration check in and porta potties.
Walkers can choose mostly flat 100% road 5K or 2.25K routes from Upton VFW Post with water and toilets at check in, water at halfway and finish refreshments.
Walkers can take part in the live in person 3.1 Miles (5K) course starting at Barnes Memorial Park in Dedham, MA. The park route is part of a community event with food, drink and music alongside the running races and supports the Dedham Education..
Walkers can complete a 5K (3.1 miles) starting at the RI Statehouse in Providence, alongside the running race. Registration is free and funds raised support cancer patients in the community.
The event offers a 5K fitness walk as two laps of a 1.55 mile loop in Highland Park, Attleboro MA, starting at 104 Mechanic Street. The traffic free course is on wide grass paths with short compact crushed stone sections and pre registered walker..
Walker options include a 5K through Roger Williams Park that starts and ends at Carousel Village, and a kids 1 mile route that parents may run or walk with. All participants receive an event T Shirt; the 5K is for ages 13 and up and the k..
Walkers can take the 5K course starting at the Knights of Columbus on Nichols Street, following Nichols, Willett Parkway, Westover Parkway, Rugby, Albemarle, Essex and Croydon back to Nichols Street. The route has at least one water station and p..