Puerto Rico, Air/3 Nights, From $532
Take a long weekend and visit sunny San Juan or Ponce, on the island's southern coast.
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Main Street in Lexington, lined with 19th-century storefronts
(Courtesy Nathan Beck)
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Locals often describe this 19th-century hamlet between the Blue Ridge and Allegheny mountains as "right out of a Norman Rockwell painting." Lexington is the kind of place where people are invested in making sure history is paid real respect. Take Hull's Drive-In Theatre: When the 1950s institution was in danger of closing in 1999, a group of 50—dubbed the Hull's Angels—banded together to save it; they succeeded after raising an initial $10,000 selling popcorn (2367 N. Lee Hwy., double feature $6, open seasonally).
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Meanwhile, family-owned B&Bs like the 1868 Magnolia House Inn dot Main Street (501 S. Main St., magnoliahouseinn.com, from $139). "It's like a movie set," says resident Siobhan Lomax. While history has a hold, modernity has entered in just the right way, in part thanks to Lomax, whose two clothing boutiques, P.S. Pumpkinseeds (1 N. Main St., 540/464-5007) and George and Bob (20 W. Washington St., 540/464-5015), stock labels such as Trina Turk and Penguin.
At the year-old Red Hen, chef Tucker Yoder, who trained at the New England Culinary Institute, creates dishes like pork belly with garlic scapes (11 E. Washington St., redhenlex.com, entrées from $16). The sense of community has proven fertile ground for his business—and family. "I have three kids, and I don't have to worry about them riding their bikes down the street," says Yoder. Norman Rockwell indeed.
> This story is excerpted from: America's Coolest Small Towns.