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Walking Events Calendar near Walpole 2026-2027

Monthly updates for Walpole

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Explore the top walking events near Walpole for 2026-2027! We've gathered 11 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
Jul
25
Sa

Free Hike with a Guide - Stratton Mountain

Walk 2 mi
Guided uphill hike up Stratton Mountain covering 2.14 Miles from base to summit through scenic mountain terrain, followed by a gondola ride down. Participants meet at the main base area in South Londonderry; moderate effort and advance sign up is..
August 2026
Aug
8
Sa

Splash & Dash 5k - Keene

Road Race Walk 5 km
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.
Aug
29
Sa

Stag Stampede 5K and Fun Run

Road Race Walk 5 km
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.
Aug
29
Sa

All of the Above Trail Fest

Trail Run Walk 5 km
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.
September 2026
Sep
5
Sa

Ludlow Firefighters 5 Alarm 5k

Road Race Walk 5 km
Walkers can take part in the 5K road walk starting at Ludlow Community Center, 37 Main St, Ludlow VT, alongside the running races. Pre registration is $25 and the event includes a post race cookout, family friendly activities and department award..
Sep
12
Sa

Springfield Dam Run

Trail Run Walk
Walkers can join the 5K (3.1 miles) Springfield Dam Run at the Army Corps of Engineers property on 98 Reservoir Road in Springfield VT. The course follows trails and dirt road with slight elevation gain, fast downhills and views of Mt. Ascutney.
Sep
19
Sa

1LT Mark Dooley 5k Race of Remembrance

Road Race Walk 5 km
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.
October 2026
Oct
31
Sa

Donut Dash - Claremont

Road Race Walk 5 km
Walkers follow a 5K on Robert Easter Way in Claremont, NH along a dirt rail trail that may be muddy, sandy or uneven. A water stop is about halfway and fresh donuts await the finish; leashed dogs and strollers are welcome.
November 2026
Nov
7
Sa

MDS Run~Walk~Smile

Road Race Walk 5 km
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..
Nov
26
Th

Keene Wobble Gobble 4-Mile Run/Walk

Road Race Walk 4 mi
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.
Nov
26
Th

Brattleboro Turkey Trot

Road Race Walk 3 mi
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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