Pain in De Ass 5K logo

Pain in De Ass 5K

Pain in De Ass 5K is a running race on June 6, 2027 in Chesapeake City, MD, with an entry fee of $35.

Date
June 6, 2027 (217 days to go)
Price
$35
Sport
Running

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. 

Events

Pain in De Ass 5K$35

Typical Conditions

It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.

Typical High

81°

Typical Low

59°

Chance of Rain

30%

Based on US Climate Normals data from Newark Ag Farm, 12 mi from the venue.

Sunrise 5:36 AMSunset 8:27 PMDaylight 14h 51m

About Chesapeake City, MD

City Elevation

62 ft

Nearest Airport

ILG

Wilmington Airport · 17 mi

Major Hub

PHL

Philadelphia International Airport · 40 mi

Time Zone

Eastern Time

From Endurance Grid

Line up lodging and travel early to lock in your race weekend.

Race Location

Approximate location — pin shows the host city, not the exact venue.

What Are You
Waiting For?

Every finish line starts with a single decision. Claim your spot at Pain in De Ass 5K, put it on the calendar, and turn “someday” into a start date.

217

Days to train

Race
Pain in De Ass 5K
Date
June 6, 2027

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About This Sport

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.

Read the Guide

Running

From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.

Frequently Asked Questions

What is the Pain in De Ass 5K?
Pain in De Ass 5K is a running race held in Chesapeake City, Maryland on June 6, 2027. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more running races near you or explore our sports guides to learn what race day actually feels like.
When and where is the Pain in De Ass 5K?
Sunday, June 6, 2027 in Chesapeake City, Maryland at 605 Second Street. Check the event page for exact start times and wave schedules.
How do I register for the Pain in De Ass 5K?
Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.

Pain in De Ass 5K

Jun 6, 2027

Register