New England has much to offer, and Massachusetts is no exception. Whatever your hobby, Massachusetts can satisfy your interests. If you're into biking, walking, or hiking on our many trails, searching for treasures at one of our many local antique shops, viewing the beautiful fall foliage, or catching a show or a live performance at one of our many historic theaters, Massachusetts not only checks all of those boxes but is second to none in those areas of interest.

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Massachusetts City Named One of the Best Places to Retire in New England

If you're thinking of retiring and want to relocate to a place that suits you, the website Kiplinger recently published an article spotlighting the six best places to retire in New England, and Pittsfield was the only town or city from Massachusetts that made the list. Here's Kiplinger's review of Pittsfield.

New England is notoriously expensive, but Pittsfield, located in the western part of Massachusetts, offers a small pocket of relative affordability — more reasonably priced than Boston and Cambridge, where living costs are, respectively, 50.1% and 44.7% above the U.S. average. Cost of living in Pittsfield is 95.9, or 4.1% lower than the national average. Housing in Pittsfield is also notably affordable. The average Pittsfield home value is $310,647, which is lower than the U.S. median value of $370,320. You'll pay upwards of $786,208 in Boston.

 

Google Maps/Google Street View
Google Maps/Google Street View

downtown Pittsfield

Kiplinger isn't alone in giving Pittsfield accolades. In 2024, Forbes listed Pittsfield as one of the 25 best places to retire in America. In a recent study, U.S. News lists Pittsfield as the sixth best place to retire in Massachusetts in 2026-2027.

Google Maps, Google Street View
Google Maps, Google Street View

Pittsfield Common, First Street Pittsfield

If you are seriously thinking about moving or retiring to Pittsfield, it is recommended that you talk to people who live here and get to know the area before making your decision. Between the caring community, beautiful Berkshire mountains and lakes, quiet neighborhoods, excellent health care options, the city-run events featuring live music, art, food, shopping, and entertainment, and one of the best 4th of July Parades in the country, you may find yourself loving Pittsfield. You can read more of Kiplinger's review of Pittsfield here.

Google Maps/Google Street View
Google Maps/Google Street View

Pontoosuc Lake, Pittsfield, MA

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