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Walking Events Calendar near Essex 2026-2027

Monthly updates for Essex

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Explore the top walking events near Essex for 2026-2027! We've gathered 61 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
Includes a 1.5 mile walk from Icon Nightclub in Boston alongside a 3 mile run, with participants moving at their own pace. Walkers can expect music, activations like a glitter station and photobooth, check in on arrival, and community support.
August 2026
Walkers follow the scenic South Boston waterfront on a 5K out and back starting and finishing at DCRs Carson Beach. Two Poland Spring hydration stations are on course; parking is limited and public transportation is encouraged.
Walkers can complete a 5k along the Spicket River Greenway from 75 Manchester Street in Lawrence, with same day registration and shuttle service available, alongside the running races.
Competitive walkers follow a 10 km course through Rye NH starting on Central Road near Partners Bank using 211 Central Rd for GPS. Live field limited to 500; cash prizes and limited special T shirts go to top 3 men and top 3 women.
Walkers follow a scenic 5K (3.1 miles) course at Horn Pond from the Lake Street parking lot by the Woburn Water Pumping Station. Registrants by July 28 receive an event t shirt and the walk runs alongside the running race.
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.
A family friendly 2.5K walk around the reservoir at DCR's Chestnut Hill Reservation, a flat paved loop with pre race packet pickup, limited morning pickup and water stations.
Walkers can choose 5 km or 8 km routes through downtown Salem near 283R Derby St alongside the running races. Early bib pick up is available at Marathon Sports, 9 Paradise Rd, to reduce race day lines and ordered shirts or medals are given wi..
Walkers can take a 5K road walk starting at Belmont High School Track, 291 Concord Ave, Belmont. There is also a kids fun walk of 1 Miles as four laps on the track, and packet pickup is available the day before and the morning of the event.
The event offers a 5k course starting at Daoulas School Complex, 1580 Lakeview Ave, Dracut, on public roadways. Bib pickup and registration are at Harmony Hall, 1660 Lakeview Ave, with pickup Friday 4 to 7 PM and Saturday after 8 AM.
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 free community event in Roxbury, MA offering a 2 Mile walk starting at The Dimock Center. Walkers of all paces are welcome and can join a free Summer Training Series with group sessions and complimentary water and snacks.
The event includes a 5K Walk and Roll starting at 78 Boston Rd, North Billerica, MA. The walk takes place alongside the Cool Kids Road Race as part of the NEPC fundraiser.
A 2 Miles fun walk on city streets starts at Leather City Common in Peabody, offered in person or virtually alongside the 5K run. Dogs are welcome for the walk only, must be leashed and there is no charge.
Walkers can join the on site 5K at Lahey Hospital & Medical Center in Burlington MA along the event course alongside the running races. A virtual 5K option lets walkers complete the distance within one week and has a $35 fee.
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 follow a 5K course from 1 Meetinghouse Road, Pelham; parking at Memorial and Elementary Schools and Senior Center. Bibs and tee shirts available; kids 12 and under free.
Walkers can take the 1 Mile walk at Lt. Ross Park in West Peabody on park paths and green space. The walk runs alongside the 5K race and is followed by an after party with live music, food trucks and lawn games.
Walkers follow a measured course of 3.1 Miles, starting at 40 Linden Street in Exeter, NH. The 5k walk has no chip time and runs alongside the running races, with a fundraising focus on youth mental health.
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