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The eight villages of Southwest Michigan's Harbor Country-Michiana, Grand Beach, New Buffalo, Union Pier, Lakeside, Harbert, Sawyer, and Three Oaks-have evolved from a group of humble frontier communities into a vacation mecca. Just 90 minutes from Chicago, Harbor Country's unspoiled beaches, marinas, antique shops, and shady country lanes have offered a weekend refuge to weary urbanites for years.

The New York Times once called Harbor Country "the Hamptons of the Midwest," perhaps because t...