Pain in De Ass 5K
- Date
- June 7, 2026
- Distance
- Pain in De Ass 5K
From the Organizer
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.
Distances & Pricing
Race Location
About This Sport
From Endurance Grid's Founder
Endurance Grid is here to help you understand the sport, decide if it's the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer's event page.
With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.
Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.
Running
From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Coming Up
More running races in MD
Bikes & Beers Baltimore
Pride 5K - Baltimore
5K
Twilight Series #5 - Pleasant Valley 4 Mile
Casey Cares Foundation's 17th Annual 5K Run/Walk
5K
Frequently Asked Questions (FAQs)
- What is the Pain in De Ass 5K?
- Pain in De Ass 5K is a running event held in Chesapeake City, MD. Learn more about the different endurance sports here.
- When and where is the Pain in De Ass 5K?
- Sunday, June 7, 2026 in Chesapeake City, MD at 605 Second Street, Chesapeake City, MD. Check the official event page for exact start times and wave schedules.
- How do I register for the Pain in De Ass 5K?
- Registration is handled through their official registration page. Confirm pricing, distances available, and sign up there.
Pain in De Ass 5K
Jun 7, 2026