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Walking Events Calendar near Woodside 2026-2027

Monthly updates for Woodside

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Explore the top walking events near Woodside for 2026-2027! We've gathered 17 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
The 5K competitive walk is 3.11 Miles, starting at Wyoming Park, Third Street on mostly paved roads through orchards. Water is provided before, during and after; walkers start at the back and the top five men and women receive awards.
Walkers can join the 1 Mile Wellness Walk in Historic Downtown Milford, starting at 17 N Walnut St on a stroller friendly route through downtown streets and local vendors. Participants receive a finisher medal and may wear their country colors as..
August 2026
Walkers can take part in a 5K course that starts at the Clayton Fire Department, 300 East St, Clayton DE. The event includes a walking only division and a post race celebration back at the Clayton Fire Station.
Walkers can take part in the 5K at POLYTECH High School, Walnut Shade Road, Woodside, DE on a course with chip timed results. A COMPETITIVE WALKING category requires walkers to walk the entire distance with no running or jogging and awards honor..
The event includes a 5K walking category starting and finishing at Volunteer Brewing Company, 116 W Main Street, Middletown. The course is a fast, flat residential route and the competitive walking category requires participants to walk the entir..
Walkers can take the 5K course starting at St. Anne's Episcopal School in Middletown DE. The event uses chip timing, offers tee shirts and brunch for sale, awards top three walkers and does not allow dogs.
September 2026
Walkers can choose a 1 mile fun walk or a 5K walk through Delaware Tech Owens Campus in Georgetown. The course is fast and flat and the event benefits scholarships for veterans and first responders, with walking held alongside the running rac..
Walkers can choose a Competitive Walking 5K at Sandhill Fields in Georgetown DE, which requires walking the entire course with no running or jogging, or a 1 mile non competitive walk. The 5K is chip timed and includes race shirts and post..
An untimed family fun walk of 1 Miles in Whitehall, starting at 801 Mapleton Ave, Middletown DE on a community route. All registrants will be mailed a commemorative Vet Fest 2026 event T shirt and walkers take part alongside the runs and rides.
The Greenwich Craft Faire at 839 Ye Greate St in Greenwich NJ offers a 1 Mile walk on flat, scenic roads and a 5K course alongside the running races. Walkers receive a finisher medal and shirt and all races are chip timed.
The event offers a 1.5 mile walk of 1.83 Miles starting at Dogfish Head Milton Brewery, 6 Cannery Village, Milton DE, on off centered town routes and near local conservation lands. Walkers must pick up packets at pre race packet pick up events si..
October 2026
The 3.1 Miles 5K walk starts and finishes at Wilmer Park on paved country roads with gentle rolling terrain. Race day packet pickup and registration are available; water at the 5K turnaround and restrooms at start/finish support walkers.
Competitive walking 5K on Clifton Cubbage Drive in Frederica, Delaware, on a mapped course with post race refreshments and shirts. Competitive walkers must walk the entire course, no running or jogging, and day of race registration is available.
Competitive 5K walk at MOT Football and Cheer on Silver Lake Road in Middletown DE, walkers must walk the entire route, chip timed with post race refreshments and a fall fair.
November 2026
Walkers can enter the 5K at Sandhill Fields on Sand Hill Road in Georgetown, DE, with a dedicated COMPETITIVE WALKING 5K category that requires participants to walk the entire distance. The course includes chip timing and awards for top walkers,..
Cross country 5K walk at Killens Pond State Park in Felton DE with a competitive walking category that prohibits running. Parking is plentiful though park entry fees apply; no dogs and chip timing, shirts and post race refreshments.
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