Whether they have over-the-top American charm (we're looking at you, Woodstock, Vermont) or proximity to some of the loveliest landscapes on earth (hello, Big Sur), these 20 idylls are worth a stopover. And while there's something to be said about big city living, downsizing sure has its perks—think local boutiques, tons of outdoor activities, and restaurant-to-people ratios that lean way in your favor. Here, 20 of the prettiest towns in America.
This gallery was originally published in 2016. It has been updated with new information.
Bozeman, Montana
Set in a lovely pastoral region known as "The Valley of the Flowers," Bozeman is incredibly scenic. It sits at an elevation of 4,820 feet and is surrounded by mountains—the Bridger Mountains to the north-northeast and the Tobacco Root Mountains to the west-southwest—on all sides. Look familiar? That's probably because it was a location of the fly-fishing-centric film A River Runs Through It. And if we may be so bold, Brad Pitt nearly (nearly) paled in comparison to the beautiful setting.
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