The Pirate’s House
> Location: Savannah, GA
> Founding date: 1753
A true Savannah landmark a block from the Savannah River, the Pirate’s House opened as an inn for seafarers and soon became a popular hangout for pirates and working sailors alike. After falling into disrepair by World War II, it was restored in the early 1950s and is today a major tourist destination with a full-service Southern restaurant, bar, and event space.
> Location: Annapolis, MD
> Founding date: 1750
Annapolis’ famous Middleton Tavern has been hosting guests since 1750; patrons have included George Washington, Ben Franklin, and Thomas Jefferson. It served as an important stopping place for travelers for getting on ferries to cross the bay, and also once had an elegant garden. It was restored in the 1970s and expanded in the 1980s, and is today one of the city’s best spots for fresh Chesapeake seafood.
New Boston Inn
> Location: Sandisfield, MA
> Founding date: 1737
Founded as a stagecoach stop, the New Boston is Berkshire County’s oldest inn. The original barroom is a pub to this day, and there’s also an inn with a full restaurant, a “Gentleman’s Parlor,” and seven guest rooms.
The Red Fox Inn & Tavern
> Location: Middleburg, VA
> Founding date: 1728
Built at the halfway point between Alexandria and the frontier town of Winchester, Virginia, The Red Fox Inn & Tavern has hosted everyone from George Washington to John F. Kennedy to Elizabeth Taylor to Tom Cruise over the years. It served as a Confederate headquarters and hospital during the Civil War, and today it’s a charming and elegant retreat with five guest rooms, an upscale tavern, and a cozy pub.
King George II Inn
> Location: Bristol, PA
> Founding date: 1681
Believed to be the oldest continually operated inn in the United States, the King George II was established as a stopping point on the road between New York and Philadelphia. Overlooking the Delaware River, the inn was renamed the Fountain House after the Revolutionary War and was a popular resort in the 1800s. The original name was restored in the 1940s, and nowadays it’s a popular bar and restaurant.
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