Pain in De Ass 5K 2026 — Chesapeake City, MD
Entry to Pain in De Ass 5K runs $35 to $45. The race takes place on June 7, 2026, in Chesapeake City, Maryland, starting at 9:00 AM from 605 Second Street. This 5K running event offers a straightforward distance for those looking to compete in the area. Chesapeake City's waterfront location provides a convenient destination for runners traveling to the Eastern Shore of Maryland. With a morning start time, athletes can plan their pre-race routine accordingly and settle into their accommodations the day before. Registration pricing sits in the mid-range for regional 5K events, making it accessible for most recreational and competitive runners.
Hotels Near This Race
Find accommodation close to the start line in Chesapeake City, MD. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.
Pain in De Ass 5K 2026 — Chesapeake City, MD
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Race Travel Insurance
Don't forget travel insurance for June 7.
You've trained for months and booked a trip to Chesapeake City, MD. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.
- Trip cancellation up to 100% of prepaid costs
- Running events covered under standard plans — no add-ons needed
- Trip interruption up to 150% of non-refundable costs
- Emergency medical up to $250,000
- Cancel For Any Reason add-on available
- 24/7 real-time support
Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.
Frequently Asked Questions
When is Pain in De Ass 5K 2026 — Chesapeake City, MD?
Pain in De Ass 5K 2026 — Chesapeake City, MD takes place on June 7, 2026. The race is held in Chesapeake City, Maryland.
Where is Pain in De Ass 5K 2026 — Chesapeake City, MD held?
Pain in De Ass 5K 2026 — Chesapeake City, MD is held at 605 Second Street in Chesapeake City, Maryland.
Where can I find hotels near Pain in De Ass 5K 2026 — Chesapeake City, MD?
RaceHotelFinder shows hotels sorted by distance from the race venue in Chesapeake City. Use the map or list view on this page to compare options and book race weekend accommodation.