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9 Amazing Small Towns to Retire In

May 20, 2022 · Retirement Life
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Photo by Alizada Studios from Shutterstock

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
  6. Sue says:
    November 9, 2024 at 7:11 pm

    I wouldn’t touch any of these “so-called” retirement places! Yuck and yuck. Who came up with this list and how did they come up with the “criteria” for this list?? Wasted my time skimming through it.

    Reply
  7. David says:
    November 8, 2024 at 2:02 pm

    Most are ultra liberal towns; no to that. Liberals are arrogant, think they are better than everyone else, most are Godless. That would be hell living around people like that. Sure there will be exceptions to that, but that is just what it is, a smaller number of exceptions.

    Reply
  8. mark thomas says:
    August 18, 2024 at 10:46 pm

    This entire “retire in usa” is so obviously pro Trump and his party! Why are you couching your hidden agenda in articles to help seniors and sneak these thoughts into their heads? You should be ashamed. Please give us information, but don’t do it in such an underhanded, sly, snakelike manner. Leave the politics out and give clear, transparent information. By the way, any true patriotic American will never vote for a habitual liar, cheating on his wife, draft dodging, tax evading, racist, women no choice, no church going person like Trump. Just look at the facts. Oh and by the way, remember the Billy Bush interview? Keep your mother’s, daughter’s and wife’s private out of arm’s length of Trump. This man failed 1st grade where I was taught not to lie, cheat, steal or call people names like fat and ugly! Open your eyes and call it what it is.

    Reply
  9. mark thomas says:
    August 18, 2024 at 10:20 pm

    This entire “retire in usa” is so obviously pro Trump and his party! Why are you couching your hidden agenda in articles to help seniors and sneak these thoughts into their heads? You should be ashamed. Please give us information, but don’t do it in such an underhanded, sly, snakelike manner. Leave the politics out and give clear, transparent information. By the way, any true patriotic American will never vote for a habitual liar, cheating on his wife, draft dodging, tax evading, racist, women no choice, no church going person like Trump. Just look at the facts. Oh and by the way, remember the Billy Bush interview? Keep your mother’s, daughter’s and wife’s private out of arm’s length of Trump. This man failed 1st grade where I was taught not to lie, cheat, steal or call people names like fat and ugly! Open your eyes and call it what it is.

    Reply
  10. Lin says:
    August 17, 2024 at 8:43 pm

    Why are you using an aerial photo of Sarasota, Florida as your headline photo when the city isn’t listed? Makes one wonder about the accuracy of your article.

    Reply
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