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Walking Events Calendar near Jackson 2026-2027

Monthly updates for Jackson

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

Explore the top walking events near Jackson for 2026-2027! We've gathered 6 great walks in the area. Check out our detailed list below to find your next local walk.

September 2026
Sep
12
Sa

Call to Duty Memorial 10K

Road Race Walk
Walkers can enter 10K or 5K routes finishing at Gorham Common; the 10K starts on Route 16 near the Great Gulf Wilderness Trailhead and the 5K at the US Forest Service Ranger Station. The 10K drops 574 feet and has water stations.
Sep
20
Su

North Conway Half Marathon & 5K Run/Walk

Road Race Walk 5 km
Walkers can choose Half Marathon or 5K, starting and finishing at Schouler Park on a fast, flat scenic course along West Side Road and the Saco River; no dogs or strollers.
October 2026
Oct
11
Su

Waterford Fall Foliage 5K

Road Race Walk 5 km
Walkers can take part in the Fitness Walk of 5k (3.1 miles) along Keoka Lake. The challenging out and back route features rolling hills and autumn lake scenery alongside the running races.
December 2026
Dec
5
Sa

Santa Shuffle 5K - Bridgton

Road Race Walk 5 km
The event offers a 5K walk starting at 7 Nulty Street in Bridgton, Maine and an untimed kids fun run. Amenities for walkers include water, fruit, bathrooms, parking, hot cocoa and free finish line photos.
May 2027
May
29
Sa

Vineyard at RiverWalk Wine Run 5k

Road Race Walk
Walkers take a 5K route through the vineyard and White Mountain scenery at Seven Birches Winery at RiverWalk Resort; chip timed with post race wine pours and tours.
July 2027
Jul
3
Sa

Bridgton 4 Road Race

Road Race Walk
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