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Located in the south-west corner of Massachusetts, Great Barrington is a small, charming town of about 7,000 residents. Both a summer and a winter destination, Great Barrington is within easy reach of Butternut Ski Slope for those interested in winter sports. In town, enjoy a rich music, arts, and theater scene, as well as several museums. With so much to offer, it is no wonder that the Smithsonian named Great Barrington as number one on its list of “20 Top Small Towns in America”. Check out the accommodations below to find the perfect, relaxing getaway for you and your special someone. With a variety of prices and sized to be found, there is truly something for every couple. See for yourself!