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Walking Events Calendar near Orange 2026-2027

Monthly updates for Orange

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

Explore the top walking events near Orange for 2026-2027! We've gathered 24 great walks in the area. Check out our detailed list below to find your next local walk.

November 2026
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.
May 2027
May
1
Sa

Veterans in Motion 5K - Williamsburg

Road Race Walk 2 mi
Walkers can choose 5K or 1.5 Mile run/walk routes starting at 5 Bridge St in Haydenville, MA. Proceeds support local veterans and the first 100 registrants receive an official race T shirt.
May
2
Su

Runway 5k - Northampton

Road Race Walk 3 mi
Walkers can join the Family Fun Run/Walk on a flat, smooth 3.1 Miles course along the Northampton Airport tarmac, ideal for steady walking. It runs alongside the running races and offers a family friendly community atmosphere.
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