6 walking events in Middletown, Delaware
From big races to Saturday morning group runs—find walking events and connect with the local endurance sports community.
Middletown
6 events in Middletown-
Thu, Jun 11, 2026 at 6:00 PMSee full details
Hustle to Support Families!
Funds raised go directly to supporting families when they need it most during a child's medical journey.
Ronald McDonald House Charities of Greater Delaware provides essential services that remove barriers, strengthen families, and promote healing when children need healthcare. Our programs and support services include our 52-bedroom Ronald McDonald House, two Ronald McDonald Family Rooms, and two hospitality cart programs.
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Sat, Aug 15, 2026 at 7:30 AMSee full details
Middletown's longest running 5k. The Peach Festival race signals the original harvest of what was once the largest peach farming area in the Nation. All proceeds benefit the Middletown Athletic Club Scholarship Fund. (read more about the MAC Scholarship here.)
Please be aware, due to construction work in the park, we have had to move the location for registration and modify the course route.
Please use caution walking around the park and beware of construction equipment and uneven surfaces.
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Thu, Aug 27, 2026 at 6:30 PM
O.D.B. DASH 5K
Powered by The Megan Aitken Team.
August 27, 2026 – Thursday
Middletown, DE
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Sat, Aug 29, 2026 at 9:00 AM
The Heron Proud 5k
Aug. 29th, 2026 - Saturday
We hope EVERY Heron joins us for an incredible morning of community & fun!
Sanctioned 5K Race
Arts & Crafts Mobile Gaming Truck
Bumper Soccer Yoga Inflatable Obstacle Course
Delicious brunch for sale by Taco Jardin! Don't forget to bring canned goods for Kids Who Can
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Sat, Sep 26, 2026 at 9:00 AMSee full details
Vet Fest 2026
Run. Ruck. Walk. Ride.
Vet Fest provides an annual uplifting opportunity for the military and civilian communities to stand together against military and veteran suicide. Focusing on physical fitness, participants are invited to run, ruck, ride, roll or walk their way through their community.
Honoring the founding location of Vet Fest, Whitehall Delaware will still host the annual event with participants from around the country invited to join in nationally where they are. Virtual runs and rides will take place all weekend long - banning together as a nation to benefit Stop Soldier Suicide’s efforts to reduce the epidemic of military suicide.
All registrants will be mailed a commemorative Vet Fest 2026 event T-shirt. Register by SEPTEMBER 1st to guarantee your shirt shipment before Vet Fest on September 26th!
Registration:
$30 NOW through August 31st
$35 September 1st - 19th
$40 September 20th - 27th
$50 On Race Day
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Sat, Nov 21, 2026 at 9:00 AMSee full details
This run/walk is in memory of Dan Rankin who was tragically hit and killed on Jan 24, 2024 by an impaired driver while out on a run training for a Spartan 50k race.
Dan was married to his high school sweetheart and they have 4 beautiful children.
He lived a very full life with no regrets.
He was an entrepreneur at heart and always ready to lend a helping hand.
All proceeds will go to Delaware Wrestling Alliance.