Edgartown
Walking Events Calendar near Edgartown 2026-2027
Monthly updates for Edgartown
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Explore the top walking events near Edgartown for 2026-2027! We've gathered 21 great walks in the area. Check out our detailed list below to find your next local walk.
August 2026
Walkers can join a 5K route on beautiful Cuttyhunk Island in Gosnold MA, enjoying an outdoor community event alongside the running races. All ages are welcome and proceeds support Cuttyhunk First Aid and Rescue and Cuttyhunk CAN.
Walkers can take part in the community Run/Walk covering 5K (3.2 miles), starting at 15 Island Inn Rd, Oak Bluffs, MA. The scenic Martha's Vineyard course welcomes all fitness levels and emphasizes community and wellbeing.
Walkers can use the 5K route that starts and ends at the Farm Institute in Katama, follows Edgartown Bay Road past South Beach, and returns along the bike path. The course is well marked and on site registration and bib pickup are available; park..
Walkers follow a 5K route starting at Washington Park on a USATF certified course through East Chop with views of Nantucket Sound. Strollers and leashed pets are welcome and asked to stay toward the back, and bib and T shirts are available for pi..
September 2026
Walkers can enjoy a 5K trail at Felix Neck Wildlife Sanctuary in Edgartown through woodland paths, open fields and coastal views; a kids 0.25 Miles walk with strollers welcome is also offered.
Walkers can choose a 5K route starting in Ocean Park that winds through Oak Bluffs streets circling the harbor and East Chop with views of Vineyard Sound. A 1 mile fun walk for kids starts from the Summercamp Hotel and welcomes strollers and..
Walkers can take part in the 5k (scenic 3.1 mile) route around Sandwich Marina and the beach, starting and finishing at Stop & Shop Plaza, 65 Rt 6A, Sandwich MA. Walkers go alongside the running race; runners leave the start first.
Walkers follow a 1 mile route in Nantucket starting at 33 Bartlett Farm Road at Bartletts Farm, with bib and t shirt pick up available the day before and on event day. The walk runs alongside the races and offers a virtual option.
The event offers a 5k park walk in Buttonwood Park New Bedford starting at the Rotary at Lake Street and Buttonwood Street, with same day registration and pre event packet pick up.
Walkers follow a 1 mile route along the Cape Cod Canal from Buzzards Bay Recreation Area; event shirts, water, and snacks are provided and walk in registration is accepted.
October 2026
Walkers can take part in the 5k either in person or virtually alongside running races, with a free Kid's Dash for ages 8 and under. The event raises funds for the Patient and Caregiver Fund to support patients and families.
Walkers follow sandy beach routes of 3K or 5K at Sandy Neck Beach in Barnstable, sharing the course with the running events.
Walkers can do the in person or virtual 5K from 120 Main Street in Buzzards Bay, with parking at the Buzzards Bay Recreation Area lot. The in person USATF course has professional chip timing and bib pickup a few steps down the road at 120 Main St..
Walkers can choose 5 km, 10 km or a 6 hour looped trail at Camp Greenough on mixed access roads and single track; Relentless Basecamp has one stocked aid station.
November 2026
Walkers follow a 5K out and back route from Cushman Park on Green St to Fort Phoenix, passing the marina and a water stop. Bib pickup is at 56 Bridge Street the day before and morning of the event, with police and volunteers staffing crossings.
The event offers a community 5k road walk starting at The Dennis Inn on Scarsdale Rd with parking at the Dennis Playhouse alongside the run.
April 2027
May 2027
Walkers can take the 5K route starting at Surfside Beach Parking Lot, 4 Western Ave, Nantucket, alongside the running races. Bib pick up is Saturday May 15 at the Police Department from 3:00 P.M. to 6:00 P.M. and Sunday May 16 from 7:00 A.M. to 7..