There is no shortage of day trip options around the District that are filled with American history!
Whether it be a charming town that somehow played a critical role leading up to the Civil War, or a little village from the Colonial era that just so happens to host a famous film festival, you don’t have to be a history buff to appreciate the charm and allure of these quaint destinations around D.C.!
The same goes for the Middleton Tavern, the oldest restaurant in Maryland!

The charming history of Maryland’s oldest restaurant — Middleton Tavern
Located in Annapolis, Maryland, Middleton Tavern was established in 1750 as a social hub of the town, serving as a place where people could eat, rest, and congregate.
The restaurant was founded by Horatio Middleton in 1750 and quickly became a popular destination for many of the nation’s founding fathers!
Notable historical figures known to have eaten, stayed, or at least passed through Middleton Tavern included:
- George Washington
- Thomas Jefferson
- Benjamin Franklin
- Several members of the Continental Congress
Notably, the Continental Congress moved to the Maryland State House in Annapolis after the Treaty of Paris was ratified in 1784, which officially ended the American Revolution.
With the Maryland State House just a few blocks from Middleton Tavern, it’s no surprise that many of the nation’s most reputable historical figures were frequent visitors.

Famous foods to try at Middleton Tavern
On a more modern note, aside from the restaurant’s rich history, the Middleton Tavern is well known for its food, consistently being ranked as one of the best seafood spots in town on an annual basis.
- Fresh-shucked Chesapeake Bay oysters
- Middleton’s Mussels, voted best in Annapolis
- Highly rated raw bar
- Quality jumbo lump crab recipes
While many of the seafood items on the menu have gone on to become fan favorites, you won’t find much on the menu that doesn’t satisfy.

How to book a table at Middleton Tavern
Getting your seat saved at Middleton Tavern can be easily accomplished online on the restaurant’s website, or you can call (+1 410-263-3323) to book your table.
There are also special spaces that are available for booking for parties or even catering options if you want to bring the taste of Middleton Tavern to an event of your own.