Pain in De Ass 5K
About this race
Located in the beautiful town of Chesapeake City Maryland you will start and finish this race near the beautiful waters of the Chesapeake Bay.
After you finish your run along the C & D Canal and through town, join us for a post-race party to remember on the deck of the Chesapeake Inn.
Just to entice you a little bit more, every participant will also get a complimentary Pain in De Ass signature drink.
*All participants will receive a Pain in De Ass 5K shirt and Finisher Medal.
Pick your distance
Running
Pain in De Ass 5K
Typical race-day weather
Based on 5 years of historical conditions on this event's race dates in Chesapeake City.
Course
Route map and elevation profile
No course map published yet.
The organizer hasn't released a route for this event, and we don't publish guesses. If you're the organizer, send us a GPX file and we'll draw the profile.
Reviews
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Results — Pain in De Ass 5K
Other races near Chesapeake City
Different organizers, within 40 miles, in the next three months
Fox Trot 5K & 1Mile Bark in the Park
Dan Rankin Memorial 5K
Vet Fest
Bikes & Beers Middletown
🏃 Plan Your Next Race in Chesapeake City
Find upcoming events by distance:
- Chesapeake City 5K Races 3 races
- Chesapeake City Running Calendar 2026 4 races
Where this page comes from. Race details were last updated on . We re-check listings regularly and again in the week before race day.
- Entries, prices, waves and inclusions — the event's official registration page
- Temperature and humidity — Copernicus ERA5 reanalysis via Open-Meteo (CC BY 4.0)
- Elevation and terrain relief — Copernicus DEM GLO-90, ESA (CC BY 4.0)
- Comparisons and counts — Race Discovery calendar, 4 Chesapeake City events
Spotted something wrong? Tell us and we'll fix it.