
The Washington Inn and Tavern in Princess Anne has been serving guests since 1744. Did Washington sleep here? Perhaps…
I could almost hear the stagecoach pulling up outside and the bustle of passengers gathering their belongings for a night in this 18th Century Eastern Shore town.

One of the dining rooms where meals are served. Across the hall is a cozy lobby for hotel guests.
We’d escaped crowds and the noise of Ocean City for a quiet dinner out in Princess Anne. The Washington Inn and Tavern isn’t close to the beach, but it’s worth the 45 minute drive.
I’ve been to pretty Princess Anne a couple of times. I first went as a reporter covering a meeting at the University of Maryland Eastern Shore many years ago. I’ve been back as a travel writer to see the Teackle Mansion, an 1802 beauty built by Littleton Dennis Teackle, a shipping magnate and an associate of Thomas Jefferson. It has gorgeous elaborate plaster ceilings, a 7-foot fireplace, a beehive oven, American Chippendale furniture, a Tudor-Gothic pipe organ, and an 1806 silk world map.
This time I came for dinner with a side order of history.
The inn was built in 1744 when the town was new. Located at the head of the Manokin River, then a navigable river, it was a busy market center. And I bet this elegant inn — now both a hotel and a restaurant serving breakfast, lunch and dinner — was a busy place.
Alas, when we arrived, we were the only diners. It was a rainy weeknight, not likely to encourage a night on the town. Our server, Kelly, friendly and efficient, made sure we were comfortable in a small dining room off the center hall. The room was dominated by a fireplace with simple tables and chairs.
Once we had a glass of wine and menus, we sat back and enjoyed our quiet evening. The menu makes the most of local produce and seafood, a bit traditional a bit modern. And there are so many choices: crab bisque, fish and chips, crab cakes, Eastern Shore bouillabaisse with crab, cod, mussels and shrimp. There’s also fish, beef short ribs, Angus burger and a few chicken dishes.
We stuck around long enough for coffee and dessert: While my husband opted for flourless chocolate cake, I had to have Smith Island cake—a gigantic slab of cake, multilayered as is traditional and covered in sweet coconut.
I’d have preferred sharing our delicious supper with a few more people, maybe even those 18th Century travelers stopping for the night. One of them might have even been George Washington. I asked Kelly, who intimated that the great man just may have stopped by.
It was a good place to stop then. And now, 200 years later, it was a lovely spot to get away, even on a rainy summer evening.
Ⓒ Text and photo of dining room Mary K. Tilghman
Exterior shot, courtesy of the inn
We enjoy visiting and dining in places of history too. One can almost feel the story behind the place as one dines.