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Walking Events Calendar near Southport 2026-2027

Monthly updates for Southport

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

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

August 2026
The Save a Stray One Mile Walk offers a leisurely 1 mile route through downtown Freeport, starting at Morse Elementary School just behind L.L.Bean. It is dog friendly, good for chatting with friends, and day of registration is available at the Mo..
Walkers can join the 3.5 mile Fun Walk from Old Town Hall, 181 Main Road on bridge accessible Westport Island, Maine, following Main Road onto Post Office Road. The route runs on island roads near pine and fir forests and coastal inlets, with ref..
An untimed 1 Mile walk at Medomak Valley High School in Waldoboro follows a one mile loop over stone dust trail and grassy field, perfect for a nature walk, with raffles for walkers alongside the 5k event.
Walkers can cover the 13.1 miles course at Blueberry Cove Camp on rural roads; water stations every 2 miles and walkers may leave up to 1 hour earlier if checked in.
September 2026
Walkers can use the 5K course at Skyline Farm across open fields, rolling hills and woods on farm and Yarmouth Water District trails; families can join the free Kids' 1K.
Walkers can complete a 5k course around Maine Beer Company starting at 525 U.S. 1 in Freeport, ME. The event welcomes walkers alongside the running races and finishes at the brewery.
October 2026
Walkers can choose a timed or untimed 5K of 3.1 Miles from Hermit Island Campground in Phippsburg, ME along ocean trails with coastal scenery and low traffic. A virtual option lets walkers complete the distance during the week and timed heats use..
Untimed 3K walk starting in Newcastle, through closed Main Street then quiet back streets, finishing downtown Damariscotta 0.25 miles from the start in about 40 minutes.
Walkers follow a scenic, family friendly course around Bath starting at Bath Area Family YMCA, 303 Centre St, choosing one loop 2.5K or both for 5K.
Walkers can hike the 2.5 miles Thorne Head course from Thorne Head Preserve Parking Lot via bus from Bath Middle School, on single track and wider trails with river views, starting behind runners.
May 2027
Walkers can follow a 5K waterfront route starting at Waterfront Park North on Commercial, continuing along Front Street, up to Bowery and north on Washington with a turnaround at Harward. The event is a run walk and includes a children's fun run..
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