How to Have the Best Summer Road Trip From Washington, D.C.

Aerial panorama of Chesapeake Bay Bridge at sunset. The Chesapeake Bay Bridge (known locally as the Bay Bridge) is a major dual-span bridge in the U.S. state of Maryland.

Have you planned your summer vacation yet? Escape the chaotic city and give yourself something to look forward to with a summer road trip from Washington, D.C. When you think of weekend getaways to the East Coast, you might think of popular areas like Atlantic City and Ocean City. Switch things up a bit and go road tripping to the charming, relaxing waterfront town of Rock Hall, MD. 

Keep reading to learn more about how to make the most out of your summer road trip from Washington, D.C. For additional information regarding the best things to see and do in Rock Hall, take a look at our complimentary Vacation Guide

Here is the Vacation Guide

Things to Do in Rock Hall in the Summer

Feast on Delicious Maryland Blue Crabs

Steamed blue crabs ready to eat.


The peak season for enjoying iconic Maryland Blue Crabs is April through November, making summertime the perfect time to travel to the Maryland Eastern Shore and try them for yourself. Throughout Rock Hall, you’ll find an array of delectable restaurants serving up these tasty crabs steamed to order. Some of our favorite local restaurants for delicious food and drinks include Bay Wolf Restaurant, Waterman’s Crab House, and Chester River Seafood.  

Explore Historic Sites

Rock Hall, MD, was settled in 1706 and is known as the “Pearl of the Chesapeake.” Throughout the years, the town has served as a shipping point for tobacco, seafood, and other agricultural products. Some popular nearby historic attractions include the Kent County Civil War Monument in Chestertown, the Battle of Caulk’s Field Revolutionary War historical battleground, and the Harriet Tubman Underground Railroad National Historic Park. Visits to these historic sites make for perfect day trips from Inn at Huntingfield Creek. 

Spend a Day at Rock Hall Beach

Side view portrait of young man carrying his girlfriend on his back at the beach. Boyfriends giving piggyback ride to his beautiful girlfriend at seashore.

There isn’t anything better than lounging in a beach chair, sinking your bare feet into warm sand, and inhaling salty air. Hop in your car and take a short drive along beach road until you reach secluded and serene Rock Hall Beach. This beach provides covered pavilions, BBQ grills, and picnic tables with scenic views of the Chesapeake Bay. This beats the crowds and noise at Rehobeth and Bethany beach any day. 

Embark on a Chesapeake Bay Charter Fishing Trip

One of the best ways to get out on the water and experience the Maryland Chesapeake Bay is by going out on a charter fishing adventure. As you can probably imagine, there’s an extensive list of fishing outfitters along the East Coast, our favorite charter fishing companies in Rock Hall include Rock Hall Fishing Charters and Bayside Girls Charters. If fishing isn’t your thing, how about a 90-minute bay sail with Blue Crab Charters? Set sail with our Adventurer Package

Stay at a Charming and Luxurious Bed & Breakfast

living room in island cottage

Have you ever stayed in your own private, pristine cottage? Stay with Inn at Huntingfield Creek in Rock Hall, and you can do just that! Our cottages offer cozy fireplaces, fully-equipped bistro kitchens, spacious living areas, and an environment of pure relaxation. 

Our Island Cottage is pet-friendly and features a king-sized bed and a double sleeper sofa. Plus, the gorgeous bathroom has a magnificent oversized jetted tub. You’ll experience pure bliss and relaxation as you sit outside on your private patio, sipping on a glass of wine. What are you waiting for? Check our availability and start planning your summer road trip from Washington, D.C., today. 

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