City breaks can often mean busy urban areas and iconic architecture, but these 20 old cities offer unique buildings, historic charm, and beautiful natural landscapes, too. So if you’re planning a weekend away this year, consider changing it up for one of these stunning locations.
Charleston, South Carolina
The French Quarter sits within Charleston’s original walled city, and according to the Washington Post, “while this is an area where many of Charleston’s iconic sites are located — Rainbow Row, the Battery, the infamous Old Exchange and Provost Dungeon — there are plenty of hidden delights to be found while wandering down the cobblestone alleys as well.”
St. Augustine, Florida
St. Augustine has loads of historic charm that transports visitors to another time. The Castillo de San Marcos is the oldest masonry fort in the continental U.S. and offers insights into the colonial conflicts this region faced. St. George Street is another must-see. This pedestrian-only street is lined with quaint shops, cafés, and historic homes.
Annapolis, Maryland
Visitors to Annapolis can explore the historic colonial homes and architecture throughout this city, particularly in the Annapolis Historic District. The Maryland State House is also an interesting attraction; once serving as the nation’s capital, it is the oldest state capitol still in continuous legislative use.
Savannah, Georgia
According to Lonely Planet, Savannah’s Forsyth Park is home to the city’s most famous fountain and a sensory garden. They also say that the park “hosts live music events and a weekly farmers market.” This city is also the largest National Historic Landmark District in the U.S., and walking around, you can spot museums, churches, mansions, monuments, and famous forts.
Alexandria, Virginia
Alexandria’s old town is well known for its beautifully preserved 18th-century architecture, waterfront charm, and historic landmarks, including Gadsby’s Tavern. King Street is another great spot for visitors, as the vibrant area features over 200 independent shops and restaurants.
Boston, Massachusetts
Walking along the 2.5 miles of the Freedom Trail is the best way to see 16 of Boston’s historic sites, including Paul Revere’s House and the Old North Church. Visitors can also head to Beacon Hill to see its Federal-style row houses, narrow streets, and historic sites such as the Massachusetts State House.
San Francisco, California
Home to iconic landmarks including the Golden Gate Bridge and Alcatraz Island, San Francisco is rich in history and culture. Visit the USA recommends heading over to the “411.6-hectare urban oasis” of Golden Gate Park to enjoy the tranquil green space and the diverse experiences on offer.
Charleston, West Virginia
The historic East End district of Charleston is a vibrant neighborhood that features colorful architecture, Art Deco buildings, and a bustling marketplace. The State Capitol is another fantastic place to visit, with its beautiful dome that is gilded in 23.5 karat gold.
Galveston, Texas
The Strand, part of the Galveston National Historic Landmark District, offers visitors the chance to see beautiful Victorian-era buildings. Just around the corner, you can visit the Bishop’s Palace to see intricate carvings, stained glass windows, and luxurious interiors.
New Orleans, Louisiana
New Orleans’s French Quarter is famous for its vibrant music scene and Creole cuisine. The Independent says, “Simply wandering the streets is an experience in and of itself. There’s always something going on, something to see or an event to attend.” The city’s iconic Mardi Gras festival is known globally for its extravagant parades, intricate masks, and bead-tossing traditions.
Providence, Rhode Island
Providence’s East Side features the Brown University campus and the Colonial-era Benefit Street, where you can see well-preserved homes and churches of the time. This city is also known for its vibrant arts scene, so be sure to look out for events like WaterFire next time you’re visiting.
Newport, Rhode Island
Marble House and The Breakers are just some of the lavish Gilded Age mansions you can see along Bellevue Avenue in Newport. The center is also home to some great examples of colonial architecture, along with its vibrant waterfront. Finally, the harbor has lots of maritime activities on offer, including sailing tours and annual yacht races.
Portsmouth, New Hampshire
Colonial and Federal-style buildings line Portsmouth’s bustling market square, where visitors can enjoy a great selection of local shops, cafés, and restaurants. Prescott Park and the Piscataqua are also well worth a visit for their scenic views. Finally, the Strawbery Banke Museum is a 10-acre living history museum where visitors can explore historic homes and buildings.
Santa Fe, New Mexico
Santa Fe is famous for its pueblo-style architecture, which the National Park Service says “is characterized by influence from Spanish Colonial, Mission, and Indian Pueblo architectural forms.” The city also has a great art scene, including the Georgia O’Keeffe Museum and historical landmarks such as the Palace of the Governors.
Key West, Florida
Famous for its quaint conch houses and the famous Duval Street, the Old Town is Key West’s oldest district and has a lot to offer visitors to the area. Mallory Square is another must-see, with nightly sunset celebrations featuring performances and stunning views.
Monterey, California
Cannery Row is a historic area that was made famous by John Steinbeck’s novel. Visitors can enjoy the shops and restaurants available on the bustling street. Monterey’s Old Custom House is the oldest government building in California and well worth a visit.
Madison, Georgia
Madison’s historic district is known for its nearly 100 antebellum homes and buildings that famously escaped Sherman’s “March to the Sea” during the Civil War. The Town Park is surrounded by charming local boutiques and cafés and hosts a number of festivals, concerts, and a farmer’s market throughout the year.
Cape May, New Jersey
One of the country’s oldest vacation resort destinations, Cape May’s picturesque streets are lined with beautiful Victorian homes. The city’s shoreline is renowned for its stunning beaches, and the historic lighthouse at Cape May Point State Park offers panoramic views of the Atlantic Ocean and Delaware Bay.
Eureka Springs, Arkansas
Listed on the National Register of Historic Places, Eureka Springs is best explored on foot, where you can see an array of Victorian-style manors, cottages, and streetside shops. Make sure to explore the natural beauty surrounding the town, too; you’ll find more than 60 natural springs, caverns, and Beaver Lake, which is ideal for water sports and fishing.
Carmel-by-the-Sea, California
Fairy-tale cottages and hidden courtyards can be found in this small seaside city, which features unique architecture at every turn. Carmel Beach is known for its soft, white sands and scenic views of Point Lobos, making it a must-see for visitors to the area.
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