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Walking Events Calendar near Marlborough 2026-2027

Monthly updates for Marlborough

Get new running races (and updates) in your inbox every month.

Explore the top walking events near Marlborough for 2026-2027! We've gathered 16 great walks in the area. Check out our detailed list below to find your next local walk.

August 2026
Walkers follow a 5K course starting and ending at the Keene Family YMCA at 200 Summit Road in Keene. A water station at the halfway point and stroller access with a $10 stroller fee support walkers, and prizes are awarded by age division.
Walkers follow a family friendly 3.1 Miles course from South Street across from the Police and Fire Station through hilly and flat sections. Warm ups occur beforehand and parking is at Meetinghouse School and nearby lots.
Walkers can choose a 3.1 Miles loop or a free 440 Yards fun route from the playground on Page Road over paved and gravel roads and grass paths with Mount Monadnock views.
The untimed 5k fun run hike at Northfield Mountain Recreation Area is on hilly trails with about 900 feet of climbing, aid at 2.1 miles, and no ranked results.
Walkers at 41 Mile Hill Road Westminster MA can choose 7, 14, 21 or 28 Miles on well marked summit trails of rocky climbs, ski slopes and wooded single track, timed with 10 hours to finish.
September 2026
Walkers follow the 1 mile inflatable fun course at Butterfield Park, 84 E. River St., Orange MA. The event is a family friendly fundraiser for Fisher Hill School sixth graders, with pre registration and day of registration fees of $15 and $20.
5K walk starts at Wilmington Police Department, 40 Beaver St, Wilmington VT, following a community 5K course alongside the running races. Registration fee is $30 and the event is family friendly with a kids fun run.
Walkers cover a 2 Miles loop of the bike path from Nash's Mill Road in Greenfield, MA near the river. Entry is $25 until race day and $30 on race day.
Walkers can choose the 5K course starting at Mascenic Regional High School, 175 Turnpike Road, New Ipswich NH. The walk is offered alongside the running races as part of the MRHS Homecoming community celebration.
Walkers can join the 5K at Moon Hill Brewing Co in Gardner, starting and ending there, with awards for top 3 walkers and a first beer after the event.
October 2026
Walkers can enjoy a 5K scenic course starting at New Ipswich Congregational Church in New Ipswich NH with peak fall foliage along the route. Registration for the walk is free and walkers who register at least two weeks early receive a free T shirt.
Walkers may choose the 5K route or the kids' 1 Miles fun course, both based at Boys & Girls Club of Souhegan Valley, 56 Mont Vernon Street, Milford NH. Routes take place during the Pumpkin Festival weekend and benefit the club.
Walkers may take part in the 24 hours or 12 hours events around and near the New Salem Common in New Salem MA.
November 2026
Walkers can choose a 5K on the flat, fast 3.1 mile Keene Bike Path course through east Keene neighborhoods or a shorter 1 Mile fun walk also on the bike path. The event starts at 93 Railroad St in Keene, NH and offers wheelchair and adaptive..
Walkers take a 4 Miles route starting at Keene Recreation Center (312 Washington Street), following a mostly paved sidewalk course through downtown Keene. Strollers are welcome and no dogs are allowed.
The event includes a 3 miles course and a 1 mile kids option on Upper Dummerston Road near Brattleboro Country Club; strollers welcome and the road is open so walkers keep left and watch traffic.
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