Westport

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                         Westport's downtown stretches along the Saugatuck River.

Westport is a beautiful coastal town located approximately 47 miles north of New York City. Once an artist's colony, it now ranks perennially among the nation's wealthiest communities and in 2008 was No. 5 in the nation in CNN Money Magazine's list of the 25 Top-Earning Towns. Yet, no one can deny that its artistic flair is every bit in tact. Cultural options abound, including exhibits at the Westport Arts Center, summer concerts at the outdoor Levitt Pavillion and A-list theater at the Westport Country Playhouse.

The Westport school system is ranked among the nation's best, and the town is also blessed with some of the nicest public parks in the area, including Compo Beach, located on Long Island Sound, and the Longshore Country Club, which avails to residents the opportunity for golf, tennis, swimming, sailing and fine dining. From its fine amenities to its beautiful ocean and river scenery (the Saugatuck River runs through its downtown), Westport is truly a small town gem.