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9 Amazing Small Towns to Retire In

May 20, 2022 · Retirement Life
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Pittsfield, Mass.

New England is known for its expensive lifestyle, but Pittsfield, which is located in the western part of Massachusetts, comes with a bit more affordability, and more reasonable prices than Boston and Cambridge.

Housing is also affordable, as the median home value in the city is $173,200, in comparison with $407,400 for any area in Massachusetts and $592,300 for Boston proper. There are so many things to enjoy in this city!

From excellent places to camp, fish, hike, and go skiing, to musical performances at the Tanglewood Music Center, and the summer home of the Boston Symphony Orchestra. If you’re an art lover, your schedule will be constantly busy, as you’ll be occupied with the world-class art at the Clark Art Institute in Williamstown or the Massachusetts Museum of Contemporary Art.

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53 comments on “9 Amazing Small Towns to Retire In”

  1. Jt says:
    August 26, 2025 at 7:52 am

    I didn’t find the nine cities or what ever but I found like of anti-trump scare stuff the left will do anyhing to stops trump and gop and that means lie all day long

    Reply
  2. Cindy Lou says:
    December 30, 2024 at 2:49 pm

    Every single one of these places is way too expensive to live for retirees, except possibly West Virginia, but I may be wrong! Do some research and it’ll tell you to stay away from those states as retirees!! The Northeast is not where retirees want to be! Connecticut? Are you serious?? How old is the journalist writing this piece…25??

    Reply
  3. Greg Scheppner says:
    November 10, 2024 at 5:53 pm

    Currently a lifelong resident of Erie Pa. Great place to live and I do it for less than $1500. a month. Winters are much milder and summer, spring, and fall is much warmer. It has a beautiful lake and forests. Surprised that it isn’t listed for one of the most reasonable?

    Reply
  4. Cheryl says:
    November 10, 2024 at 11:50 am

    So true, great info for those who are not familiar with the area and changes. Harbor Park has also changed. Thank you

    Reply
  5. Tomas Barreto says:
    November 9, 2024 at 9:04 pm

    Are you fucking retarded? This is the worst compilation ever. Every town mentioned is a POS liberal town with freezing weather.

    Reply
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