Pain in De Ass

JUN
7
2026
A 5K road race in Chesapeake City, Maryland on June 7, 2026, that follows the C & D Canal and finishes near the Chesapeake Inn. Participants receive a shirt, finisher medal, and a signature drink with a post-race gathering on the Inn deck.
Sun 7 Jun 2026
5 kilometers

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Pain in De Ass 5K

The Pain in De Ass 5K is scheduled for June 7, 2026, in Chesapeake City, Maryland. The course starts and finishes near the waters of the Chesapeake Bay and runs along the C & D Canal and through the town. The event uses the area around the Chesapeake Inn at 605 Second Street, Chesapeake City, MD 21915.

Registration opens February 1, 2026 and closes February 15, 2026. The listed registration fee is $35.00. Every participant will receive a Pain in De Ass 5K shirt and a finisher medal. Participants will also receive a complimentary Pain in De Ass signature drink.

A post-race party is held on the deck of the Chesapeake Inn following the run. The description of the route and the post-race gathering indicate on-site amenities and a town-center finish area. No start or finish times are listed here. Visit the organization's website for the most recent information.

5 km
Pain in de Ass 5k
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