Top stays in historic American cities

Explore the most iconic American cities with stories to tell

Some cities are worth visiting once. Others pull you back again and again. Explore America's most storied destinations where the food, the architecture, and the energy of the streets are as much a part of the experience as the stay itself. Members of The Guestbook earn 15% Cash Rewards on stays so all you have to do is book your room and start planning what to do first.

Boston, Massachusetts

From the cobblestone streets of Beacon Hill to the echoes of the Harbor, Boston doesn't just celebrate American history, it lives it. Catch a game at Fenway, explore the Freedom Trail, grab a lobster roll, and raise a glass to 250 years in the city that started the whole thing.

Freedom Trail

A 2.5-mile walking route through downtown Boston connecting 16 of the most significant historic sites in American history, from the site of the Boston Massacre to Paul Revere's house.

Washington D.C.

The capital. The monuments. The moment. There's nowhere quite like D.C. when America is in a celebrating mood. Walk the National Mall, marvel at the Smithsonian, and watch fireworks light up the sky over the Lincoln Memorial. This is America at its most iconic and it does not disappoint.

Lincoln Memorial

An iconic neoclassical monument honoring the 16th president, best known as the site where Martin Luther King Jr. delivered his "I Have a Dream" speech during the 1963 March on Washington.

Richmond, Virginia

History runs deep in Richmond, but so does a seriously good time. One of America's most underrated cities serves up world-class craft beer, a booming food scene, and more Revolutionary-era stories than you can count. Explore the James River, wander through Carytown, and discover why this Virginia gem belongs on every American's list.

Virginia State Capitol

Designed by Thomas Jefferson and completed in 1788, this working state capitol building is one of the oldest in the country and served as the Capitol of the Confederacy during the Civil War.

Charleston, South Carolina

Pastel porches, cobblestone streets, and Southern charm that never goes out of style. Charleston is the kind of city that slows you down in the best possible way. Feast on Lowcountry cuisine, stroll the Battery, and soak in the beauty of a city that has been turning heads for centuries and shows no signs of stopping.

Fort Sumter National Monument

The site where the first shots of the Civil War were fired in April 1861, this island fortress in Charleston Harbor is only accessible by ferry and remains one of the most visited Civil War landmarks in America.

Philadelphia, Pennsylvania

You can't talk about 250 years of America without talking about Philly. This is where the Declaration was signed, where the Liberty Bell rang, and where the spirit of independence was born. Between the history, the food markets, the murals, and the unmistakable energy of this city, Philadelphia is the ultimate destination for America's biggest birthday.

Independence Hall

The birthplace of American democracy, where both the Declaration of Independence and the U.S. Constitution were debated and signed, making it arguably the most historically significant building in the United States.

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Where is the original U.S. Constitution held?

The original U.S. Constitution is held at the National Archives Building in Washington, D.C., displayed in the Rotunda for the Charters of Freedom alongside the Declaration of Independence and the Bill of Rights, making it a great stop for anyone interested in American history.

What is the most visited historical landmark in the United States?

The Lincoln Memorial in Washington, D.C. takes the top spot, welcoming 8.47 million visitors in 2024 alone, making it the single most-visited historical landmark in the country.