Key West, Florida
PHOTO: MICHAEL WARREN / GETTY IMAGES
As the southernmost point in the continental U.S., Key West is a perfect destination for travelers in search of winter sun. Winter temperatures in the 70s, centuries of history, and world-class water sports all attract tourists here, as does the chance to take one of America's most scenic road trips — the 3.5-hour drive across 42 bridges connecting Key West and Miami. Diving and snorkeling among the coral reefs are popular activities during the day, while in the evening, lively Duval Street offers a Caribbean-style ambiance and a host of great restaurants and bars. Historic architecture, the Key West City Cemetery, and the Ernest Hemingway Home & Museum are among the most-visited attractions in this quirky city.
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Burlington, Vermont
PHOTO: DENNIS CURRAN / COURTESY OF SMUGGLERS NOTCH
Located in northwestern Vermont on the shore of Lake Champlain, Burlington is one of the best places to go in the winter if you like snow. Several popular ski resorts llie within an hour of the city, including Stowe, Smugglers' Notch, and Bolton Valley. Downtown Burlington, meanwhile, boasts shops, restaurants, micro-breweries, live music venues, and the charming Church Street Marketplace. When you're ready to turn in for the night, Vermont's largest city offers a variety of cozy B&Bs and chic hotels.