8 Charming Towns for an Ideal American Getaway

LT Globetrotter

July 2, 2021

Big cities typically get more hype, more accolades, and more tourist dollars. But there is nothing quite like visiting a delightful, medium-sized town to really capture the American experience. Lodged between the skyscrapers and crowds in a metropolis and the rolling tumbleweeds of a one-gas-station town, these areas combine the best of both worlds. You get plenty of culture, history, dining, and activities, but a more quaint, picturesque point of view. There are so many enchanting American towns to choose from, but we gathered up eight that everyone should experience at least once.

Key West, FL

Key West

While most visitors head to Miami or Orlando, one of Florida’s best vacations can be found in it’s islands. Stretching along the very bottom of Florida toward Cuba, the Key West is the last Florida Key linked by the Overseas Highway. Even though the island is tiny (with a total area of only 7.24 miles), it has a big reputation for adventure. The azure blue waters welcome snorkelers and divers to observe hundreds of species of tropical fish, coral reefs, and shipwrecks. On land you can shop local boutiques, savor fresh seafood, and simply relax on the beach. Just don’t forget a slice of the area’s signature Key lime pie.

Jackson Hole, WY

Jackson Hole

A perfect addition to a stay at Grand Teton or Yellowstone National Parks, Jackson Hole is the perfect place to explore all things western. From horseback riding and rodeos to ranches and roaring campfires, you won’t help but be caught up in a cowboy state of mind. Perfect for winter activities like skiing and snowmobiling in the cold months and rafting, hiking, and fly fishing in the warmer months, this rugged Wyoming town offers year-round adventures.

Sedona, AZ


With an atmosphere that’s part rugged outdoorsy and part relaxing resort, the town of Sedona combines the best of both worlds. It holds small-town charm with charming galleries, cafes, and shops, while allowing plenty of exploration within the red rock landscapes surrounding Sedona. From taking a pottery class and indulging in spa treatments to hiking below the famous Cathedral Rock and fishing in Oak Creek Canyon, there is something for everyone in this unique Arizona town.

Newport, RI

Rhode Island

Did you know Newport used to be considered a safe haven for seafaring pirates? Peer into Newport’s rebellious past by going on a historical walking tour or ghost tour. Today, it’s ranked as having one of the highest remaining colonial buildings in America. Beyond its classic colonial architecture, Newport boasts breathtaking New England beach landscapes, some of the best chowder around, and lavish summer homes of the late 19th century’s Gilded Age. If you visit, make sure you indulge in some of the East Coast’s best dining as you watch the sunset while sipping on cocktails and enjoying fresh oysters.

Charleston, SC


Whether you’re traveling with friends, family, or as a couple, there’s something for everyone within this historic southern town. Founded as a port city in 1670, Charleston utterly charms with its cobblestone streets, antebellum mansions, and historic sites. After taking a trip into the past through one of the area’s many tours, get into a modern state of mind at one of Charleston’s art galleries, eco tours, or breweries. There’s plenty of fine dining to be found, as well as live music and local theater shows.

Bar Harbor, ME


Located above the trendier city of Portland, Bar Harbor, Maine combines small-town charm with epic outdoor adventures. After visiting Acadia National park for hiking, kayaking, and canoeing, and spotting marine mammals in their natural habitat on a whale watching tour, take time to walk around town to really get the full Bar Harbor experience. From fresh lobster specials to artisanal ice cream treats, your belly will be full as you browse dozens of delightful boutiques.

Williamsburg, VA


Rich history meets modern experiences within Williamsburg, Virginia. From discovering a revolutionary experience at Colonial Williamsburg’s three historic and living-history museums to enjoying top-rated golf, spa treatments, and fine dining, there’s something for everyone to enjoy. There are over 30 art galleries, multiple amusement parks, craft breweries, and plenty of seasonal events to truly capture the Williamsburg way of life.


Ocean City, MD

Ocean City

Maryland is famous for its crabs, but there’s so much more to enjoy in this seaside town. With a three-mile boardwalk that delivers culinary treats and shopping during the day and lights up at night for arcade games and rides. If lounging on the beach isn’t your style, there are plenty of outdoor activities, including biking, kayaking, and golfing. Make sure to visit Assateague Island National Seashore nearby, which is known for its herds of wild horses.

Each of these charming American cities has its own distinct flair. If you’re ready on your next US getaway, connect with a Liberty Travel consultant to plan a memorable vacation.


Connect with a Consultant

LT Globetrotter

As fellow travelers, our people are always on the move discovering new destinations. On the occasions they take a break from exploring, they love to write up a few stories about their adventures before they leave for the next one, so you can enjoy expert tips, news, and recommendations to use for your own travels.