Middletown
Walking Events Calendar near Middletown 2026-2027
Monthly updates for Middletown
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Explore the top walking events near Middletown for 2026-2027! We've gathered 38 great walks in the area. Check out our detailed list below to find your next local walk.
September 2026
The event offers a scenic cross country 5K and a dog friendly 1 Miles Mutt Mile at Bellevue State Park Band Shell in Wilmington, DE. All 5K registrants receive a free 5K shirt or a free Mutt Mile bandana and the course is family and pet frien..
October 2026
Walkers follow a 5K course at Rockford Park, 19th and Tower Dr, Wilmington DE, with a Competitive Walking category requiring walking only. Chip timing is used and post race refreshments and tee shirts for the first 150 are provided in the park.
Walkers can join an in person 1 mile walk from Kelly's Logan House, 1701 Delaware Ave, Wilmington DE. A virtual 5K Run/Walk lets walkers complete the distance where they choose, and in person registration includes lunch.
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 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.
Walkers can choose 12 KM (one lap) or 24 KM (two laps) at Lums Pond State Park on mostly single track with some gravel, minimal elevation and lakeside views. Hiker friendly with aid stations every 3 to 4 miles supplying water and Gatorade.
Walkers can join the inclusive 5K at LSOP Jeanne Jugan Residence, 185 Salem Church Road, Newark DE. The event offers a community walk alongside the running race, with Residents and supporters able to cross the finish line together.
Walk options include a 1 Mile fun walk (not timed) and a 5K run and walk, both starting at 108 West Main Street, Newark DE. The 1 Mile is untimed and suited to casual walkers.
Walkers may join the 5K starting at 1701 Delaware Avenue, Kelly’s Logan House, Wilmington DE, on a family friendly course alongside the running race. Costumes are optional with awards for best adult and youth costumes.
November 2026
Walkers follow a 5K course at Glasgow Park starting at 2275 Pulaski Highway in Newark, DE. The event runs alongside the running race and provides finish line refreshments including Wawa soft pretzels, chocolate milk and yogurt from Chesapeake Gol..
Walkers can choose 5 km or 10 km from Hare Pavilion on Wilmington Riverfront. Out and back routes follow the Riverwalk and wetlands; free parking is available and Competitive Walking requires walking the entire 5 km.
Walkers can enter a competitive 5K at Autumn Arch Beer Project, Pencader Drive, Newark, DE. Competitive walkers must walk the entire course with chip timing; awards go to top walkers and participants receive a race shirt and one free beer ticket.
The event offers walkers a family-friendly 1/2 mile walk at New Garden Park in Landenberg, PA, held alongside a 5K. The fun walk is not timed and follows a park course with amenities like shirts and food trucks, with awards for top walkers.
December 2026
Walkers can choose the 3.11 Miles Run/Walk or the family friendly 1 Miles fun course, both based at Aberdeen Festival Park. The certified, fast and flat course suits walkers of all paces and offers day of packet pickup and mailed packets.
April 2027
Walkers follow the 5K course starting at Concord Pet Hockessin, 697 Yorklyn Rd, Hockessin, DE 19707 alongside the running races. Pre registration includes a swag bag and T Shirt; fee $30 and dogs are not allowed due to insurance.