Massachusetts Retirement Communities

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Best Places to Retire in Massachusetts

The Berkshires – The Berkshires is a hilly region in the western-most part of Massachusetts, stretching north to the Vermont border and south to Connecticut. To the west is New York State, and to the east a ridge of hills over which runs the Appalachian Trail. Settled in the late 1700s and early 1800s, the region is, in many ways, classic New England. Today its population is about 131,500. It embraces 30 mainly rural towns and two small cities, Pittsfield, the Berkshire County seat, and North Adams. The region is equidistant from Boston — about 150 miles east — and New York City — about 150 miles south.

The history of the area boasts a tradition of arts and letters from the 19th century, with famous American authors such as Herman Melville and Nathaniel Hawthorne, who resided in the area, and Henry David Thoreau, whose visits to the Berkshires are well-documented. The Berkshires is a vibrant hub for the arts and is internationally recognized as home to some of the finest cultural attractions, museums and centers that span the original and cutting-edge to the Old World. Year-round the Berkshires attracts almost three million visitors, many of whom have chosen the area as their ideal vacation or retirement retreat, and for good reason. In terms of food for the senses, there’s something wondrous about this place. (Click here to view full report)

Cape Cod – The Cape Cod peninsula (population about 230,000) stretches into the Atlantic at the southern border of Massachusetts. It has a long history and its many charms have attracted generations to its magnificent beaches, quiet residential communities, its art culture, fishing, coastal waters and quaint harbors. There is great natural beauty with miles and miles of dunes and pristine beaches, hundreds of freshwater ponds, more than 25 golf courses, dozens of miles of bicycle, hiking and horseback trails. You will also find outstanding art and culture, music, theater, fine dining, and great shopping. There are a number of different lifestyle choices among its rural areas, small villages, coastal towns, art communities, and urban-cosmopolitan centers. The Cape is a fascinating place with so much to offer. (Click here to view full report)

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