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Walking Events Calendar near Hollis 2026-2027

Monthly updates for Hollis

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

Explore the top walking events near Hollis for 2026-2027! We've gathered 19 great walks in the area. Check out our detailed list below to find your next local walk.

August 2026
Walkers can complete the scenic 10 km course in Cape Elizabeth along the Maine coast with views of Casco Bay, Fort Williams and Portland Head Light alongside running races.
Walkers follow the 5K (3.1 mile) course starting in front of Freedom Elementary School on mostly paved quiet country roads with a short rolling hill and a dirt and gravel stretch, suitable for all ages.
Walkers can choose 3.1 Miles or 0.62 Miles routes starting at Sullivan Square in Berwick, Maine in this chip timed in person event. The family friendly, rain or shine course welcomes strollers, excludes dogs, and benefits the Michael J. Fox F..
Walkers use the road course starting at St. Max Church (150 Black Point Road, Scarborough, ME) with options for 5K or the kids 1 mile route. Online registration is $30; day of is $35 or $30 with a food donation, alongside the running races.
The Open 5k 3.1 Miles is a walkable loop around the Cumberland fairgrounds at 197 Blanchard Rd, Cumberland Center ME, finishing on the horse track. Walkers share the course with mile races and the event includes a farmers market and music.
September 2026
The event offers a 5K out and back course starting at Nasson Common near the library, heading up Main St to Heidi St and returning to Nasson Community Center. On-site race day registration is available and walkers share the course with runners.
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 join the 5K course starting in the parking lot behind St. Martin Church at 120 Maple Street, Somersworth NH. The family friendly event includes free face painting, snacks, goodie bags, activities and post race refreshments, and dogs o..
Walkers follow a scenic 2.5 Miles route along Portland's ocean side Back Cove Boulevard on the boulevard pathway. Registration and activities are offered before the event and controlled pets are welcome.
Walkers do 5k, 10k or half marathon on ACT trails with woodland and stream views, starting and finishing at Arundel Municipal Building parking lot; medal and t shirt included.
October 2026
Walkers can choose a 10 km or 5 km coastal route starting at 26 Golf Club Dr in Kennebunk, Maine along the scenic southern Maine coast. Virtual options let walkers complete a course of their choice and registered participants will receive a s..
Walkers follow a 5k course at Allagash Brewing Company in Portland, ME. The in person event runs alongside runners and joggers and ends with a finish line celebration at the brewery.
Walkers can choose the 5K (3.1 miles) or 10K (6.2 miles) on trails at Emmons Preserve, 57 Gravelly Brook Rd, Kennebunkport. Walkers join the timed run/walk fields, enjoy preserved trail terrain and family friendly amenities, and receive a uni..
Walkers use the official 5K Run/Walk course that starts and finishes at the Biddeford Primary School parking lot. The route follows Hill Street west to Forest, then Elm, Grayson and back to Hill along local streets alongside the running race.
November 2026
Walkers join the 2.5 Mile walk on arrival along the Bayside Trail, starting and finishing at the Sewage Treatment Plant Rd Bayside Trail entrance. Packet pickup is at Marathon Sports 309 Marginal Way and maps are provided; the finish is near Flee..
December 2026
Walkers can do the 5K route from 7 Nulty Street, Bridgton; amenities include water, bathrooms, parking, hot cocoa and cookies, shirts for first 100, free finish photos and bib pickup one hour before.
The event offers a 5k course at Riverbank Park in Westbrook, Maine, open to walkers alongside the running race.
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