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Get to know Woodstock

In popular imagination, this Ulster County town seems inextricable from the 1969 concert sharing its name—which, truth be told, happened some 40 miles away. Woodstock: The place lies entirely within the boundaries of Catskill Park, surrounded by towering peaks and the Ashokan Reservoir, one of the largest and deepest serving the thirsty metropolis two hours south. This surreal landscape proved magnetic for musicians and artists alike, who founded the Byrdcliffe and Mavericks art colonies and helped root Woodstock as one of America's most storied (not to mention quirkiest) creative hubs. While peace, love, and drum circles are well at home here, you’d be best to shed your tie dye-tinged misconceptions. The downtown area is a modern tastemaker's mecca, brimming with specialty food shops, avant-garde galleries, and a Brooklyn-level restaurant and bar scene. Mountain trails, waterways, and the slopes of Hunter Mountain await with world-class wilderness recreation, making the region a popular escape for weekenders and full-time residents alike. The few everyday conveniences you won't be able to find are just down the road in nearby Kingston or Saugerties.

Nearby Neighborhoods:

Living in the Hudson Valley

This cultured countryside needs little introduction. It’s been called New York’s Napa, the anti-Hamptons, or simply “upstate.” From rolling farm fields to mom-and-pop Main Streets, the region is blessed with easy highway access, train service via Metro-North and Amtrak, and even its own international airport, making it exceptionally attractive to New York City residents seeking a little more nature and a lot less bustle. Most of the area falls within a two-hour radius of Manhattan, making it practical for weekend or full-time residence. Straddling both sides of its namesake river (much is actually a tidal fjord), the Hudson Valley’s traditionally defined core consists of Putnam, Dutchess, and Columbia counties to its east and Ulster, Orange, and Greene to the west. Their mélange of art colonies, rustic-chic hamlets, and charming post-industrial cities — set to a landscape so breathtaking it inspired an eponymous 19th-century art movement — welcome infinite possibilities, from slow-paced small-town living to total off-the-grid seclusion. Bordering both the Berkshires and the Catskills, outdoor recreation runs aplenty, whether skiing in winter or climbing wilderness peaks in summer.