The Town Files

The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts

Ranked on The Town Files lifestyle rankings among 181 towns of 500–10,000 people in Massachusetts, scoring every town on all of these at once. #1 is Princeton, MA.

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Numbers match the ranking.
The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts1. Princetonscore 902. Williamsburgscore 893. West Brookfieldscore 864. Daltonscore 835. Sterlingscore 826. Cheshirescore 827. Brimfieldscore 828. Shirleyscore 809. Ashbyscore 8010. Northfieldscore 7911. Granbyscore 7812. Sheffieldscore 7813. Westminsterscore 7614. Deerfieldscore 7515. Lancasterscore 7416. Harvardscore 7217. Uptonscore 7218. Boylstonscore 7119. West Newburyscore 71
  1. 19West Newbury, Massachusetts

    Retirement: 84th percentile · Quiet: 74th percentile · Home value ÷ income: 54th percentile

    West Newbury is a town of 4,500 people in Essex County, Massachusetts. Homes have a median value of $808,200 against household income of $179,500; January lows average 17°F.

    4,500 people · Essex County · median home $808,200 · income $179,500 · Jan low 17°F · 62 in snow

    Full West Newbury, Massachusetts profile: weather, storms, schools, jobs →

    West Newbury: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement84th pctQuiet74th pctAffordability54th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  2. 18Boylston, Massachusetts

    Retirement: 70th percentile · Quiet: 74th percentile · Home value ÷ income: 70th percentile

    Boylston, Massachusetts
    Photo: Marcbela (Marc N. Belanger) (public domain, Wikimedia Commons)

    Boylston is a town of 4,849 people in Worcester County, Massachusetts. Homes have a median value of $578,600 against household income of $140,962; January lows average 17°F.

    4,849 people · Worcester County · median home $578,600 · income $140,962 · Jan low 17°F · 62 in snow

    Full Boylston, Massachusetts profile: weather, storms, schools, jobs →

    Boylston: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement70th pctQuiet74th pctAffordability70th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  3. 17Upton, Massachusetts

    Retirement: 63rd percentile · Quiet: 68th percentile · Home value ÷ income: 84th percentile

    Upton is a town of 8,000 people in Worcester County, Massachusetts. Homes have a median value of $576,700 against household income of $155,508; January lows average 17°F.

    8,000 people · Worcester County · median home $576,700 · income $155,508 · Jan low 17°F · 48 in snow

    Full Upton, Massachusetts profile: weather, storms, schools, jobs →

    Upton: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement63th pctQuiet68th pctAffordability84th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  4. 16Harvard, Massachusetts

    Retirement: 75th percentile · Quiet: 64th percentile · Home value ÷ income: 78th percentile

    Harvard is a town of 6,851 people in Worcester County, Massachusetts. Homes have a median value of $833,600 against household income of $213,996; January lows average 15°F.

    6,851 people · Worcester County · median home $833,600 · income $213,996 · Jan low 15°F · 59 in snow

    Full Harvard, Massachusetts profile: weather, storms, schools, jobs →

    Harvard: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement75th pctQuiet64th pctAffordability78th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  5. 15Lancaster, Massachusetts

    Retirement: 77th percentile · Quiet: 65th percentile · Home value ÷ income: 81st percentile

    Lancaster is a town of 8,441 people in Worcester County, Massachusetts. Homes have a median value of $519,100 against household income of $134,833; January lows average 16°F.

    8,441 people · Worcester County · median home $519,100 · income $134,833 · Jan low 16°F · 68 in snow

    Full Lancaster, Massachusetts profile: weather, storms, schools, jobs →

    Lancaster: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement77th pctQuiet65th pctAffordability81th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  6. 14Deerfield, Massachusetts

    Retirement: 76th percentile · Quiet: 72nd percentile · Home value ÷ income: 78th percentile

    Deerfield, Massachusetts
    Photo: Jsayre64 (public domain, Wikimedia Commons)

    Deerfield is a town of 5,090 people in Franklin County, Massachusetts. Homes have a median value of $414,900 against household income of $106,136; January lows average 15°F.

    5,090 people · Franklin County · median home $414,900 · income $106,136 · Jan low 15°F · 46 in snow

    Full Deerfield, Massachusetts profile: weather, storms, schools, jobs →

    Deerfield: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement76th pctQuiet72th pctAffordability78th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  7. 13Westminster, Massachusetts

    Retirement: 69th percentile · Quiet: 85th percentile · Home value ÷ income: 74th percentile

    Westminster is a town of 8,213 people in Worcester County, Massachusetts. Homes have a median value of $422,000 against household income of $106,331; January lows average 14°F.

    8,213 people · Worcester County · median home $422,000 · income $106,331 · Jan low 14°F · 75 in snow

    Full Westminster, Massachusetts profile: weather, storms, schools, jobs →

    Westminster: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement69th pctQuiet85th pctAffordability74th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  8. 12Sheffield, Massachusetts

    Retirement: 92nd percentile · Quiet: 84th percentile · Home value ÷ income: 57th percentile

    Sheffield is a town of 3,327 people in Berkshire County, Massachusetts. Homes have a median value of $409,400 against household income of $92,120; January lows average 14°F.

    3,327 people · Berkshire County · median home $409,400 · income $92,120 · Jan low 14°F · 57 in snow

    Full Sheffield, Massachusetts profile: weather, storms, schools, jobs →

    Sheffield: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement92th pctQuiet84th pctAffordability57th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  9. 11Granby, Massachusetts

    Retirement: 51st percentile · Quiet: 84th percentile · Home value ÷ income: 98th percentile

    Granby is a town of 6,110 people in Hampshire County, Massachusetts. Homes have a median value of $352,600 against household income of $119,297; January lows average 15°F.

    6,110 people · Hampshire County · median home $352,600 · income $119,297 · Jan low 15°F · 48 in snow

    Full Granby, Massachusetts profile: weather, storms, schools, jobs →

    Granby: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement51th pctQuiet84th pctAffordability98th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  10. 10Northfield, Massachusetts

    Retirement: 70th percentile · Quiet: 80th percentile · Home value ÷ income: 88th percentile

    Northfield is a town of 2,866 people in Franklin County, Massachusetts. Homes have a median value of $375,800 against household income of $103,375; January lows average 15°F.

    2,866 people · Franklin County · median home $375,800 · income $103,375 · Jan low 15°F · 55 in snow

    Full Northfield, Massachusetts profile: weather, storms, schools, jobs →

    Northfield: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement70th pctQuiet80th pctAffordability88th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  11. 9Ashby, Massachusetts

    Retirement: 52nd percentile · Quiet: 94th percentile · Home value ÷ income: 93rd percentile

    Ashby is a town of 3,193 people in Middlesex County, Massachusetts. Homes have a median value of $390,500 against household income of $115,598; January lows average 15°F.

    3,193 people · Middlesex County · median home $390,500 · income $115,598 · Jan low 15°F · 75 in snow

    Full Ashby, Massachusetts profile: weather, storms, schools, jobs →

    Ashby: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement52th pctQuiet94th pctAffordability93th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  12. 8Shirley, Massachusetts

    Retirement: 79th percentile · Quiet: 69th percentile · Home value ÷ income: 91st percentile

    Shirley is a town of 7,431 people in Middlesex County, Massachusetts. Homes have a median value of $427,600 against household income of $122,365; January lows average 16°F.

    7,431 people · Middlesex County · median home $427,600 · income $122,365 · Jan low 16°F · 67 in snow

    Full Shirley, Massachusetts profile: weather, storms, schools, jobs →

    Shirley: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement79th pctQuiet69th pctAffordability91th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  13. 7Brimfield, Massachusetts

    Retirement: 73rd percentile · Quiet: 81st percentile · Home value ÷ income: 91st percentile

    Brimfield is a town of 3,694 people in Hampden County, Massachusetts. Homes have a median value of $389,100 against household income of $111,250; January lows average 16°F.

    3,694 people · Hampden County · median home $389,100 · income $111,250 · Jan low 16°F · 64 in snow

    Full Brimfield, Massachusetts profile: weather, storms, schools, jobs →

    Brimfield: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement73th pctQuiet81th pctAffordability91th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  14. 6Cheshire, Massachusetts

    Retirement: 74th percentile · Quiet: 92nd percentile · Home value ÷ income: 81st percentile

    Cheshire is a town of 3,258 people in Berkshire County, Massachusetts. Homes have a median value of $268,200 against household income of $69,803; January lows average 14°F.

    3,258 people · Berkshire County · median home $268,200 · income $69,803 · Jan low 14°F · 76 in snow

    Full Cheshire, Massachusetts profile: weather, storms, schools, jobs →

    Cheshire: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement74th pctQuiet92th pctAffordability81th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  15. 5Sterling, Massachusetts

    Retirement: 80th percentile · Quiet: 89th percentile · Home value ÷ income: 78th percentile

    Sterling, Massachusetts
    Photo: Marcbela (Marc N. Belanger) (public domain, Wikimedia Commons)

    Sterling is a town of 7,985 people in Worcester County, Massachusetts. Homes have a median value of $498,800 against household income of $129,063; January lows average 16°F.

    7,985 people · Worcester County · median home $498,800 · income $129,063 · Jan low 16°F · 67 in snow

    Full Sterling, Massachusetts profile: weather, storms, schools, jobs →

    Sterling: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement80th pctQuiet89th pctAffordability78th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  16. 4Dalton, Massachusetts

    Retirement: 85th percentile · Quiet: 80th percentile · Home value ÷ income: 84th percentile

    Dalton is a town of 6,330 people in Berkshire County, Massachusetts. Homes have a median value of $295,700 against household income of $79,438; January lows average 14°F.

    6,330 people · Berkshire County · median home $295,700 · income $79,438 · Jan low 14°F · 77 in snow

    Full Dalton, Massachusetts profile: weather, storms, schools, jobs →

    Dalton: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement85th pctQuiet80th pctAffordability84th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  17. 3West Brookfield, Massachusetts

    Retirement: 86th percentile · Quiet: 88th percentile · Home value ÷ income: 84th percentile

    West Brookfield is a town of 3,833 people in Worcester County, Massachusetts. Homes have a median value of $354,000 against household income of $95,613; January lows average 15°F.

    3,833 people · Worcester County · median home $354,000 · income $95,613 · Jan low 15°F · 43 in snow

    Full West Brookfield, Massachusetts profile: weather, storms, schools, jobs →

    West Brookfield: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement86th pctQuiet88th pctAffordability84th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  18. 2Williamsburg, Massachusetts

    Retirement: 91st percentile · Quiet: 95th percentile · Home value ÷ income: 81st percentile

    Williamsburg is a town of 2,504 people in Hampshire County, Massachusetts. Homes have a median value of $403,100 against household income of $104,792; January lows average 14°F.

    2,504 people · Hampshire County · median home $403,100 · income $104,792 · Jan low 14°F · 46 in snow

    Full Williamsburg, Massachusetts profile: weather, storms, schools, jobs →

    Williamsburg: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement91th pctQuiet95th pctAffordability81th pct
    Percentile vs Massachusetts towns on each part of this ranking.
  19. 1Princeton, Massachusetts

    Retirement: 83rd percentile · Quiet: 93rd percentile · Home value ÷ income: 94th percentile

    Princeton is a town of 3,495 people in Worcester County, Massachusetts. Homes have a median value of $520,500 against household income of $158,750; January lows average 13°F.

    3,495 people · Worcester County · median home $520,500 · income $158,750 · Jan low 13°F · 60 in snow

    Full Princeton, Massachusetts profile: weather, storms, schools, jobs →

    Princeton: The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts scoresRetirement83th pctQuiet93th pctAffordability94th pct
    Percentile vs Massachusetts towns on each part of this ranking.

Price vs ranking

Median home value vs ranking, Massachusetts towns0255075100$196K$463K$730K$998K$1265KMedian home valuePercentile
Orange squares are the 19 towns on this list; green dots are other towns on The Town Files in Massachusetts.

More Massachusetts rankings

Same ranking, other places

Methodology. We ranked 181 towns of 500–10,000 people in Massachusetts (2020 Census population). Lifestyle measures are The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025), shown as percentiles. The combined score is the average of the percentiles shown for each town; a town must be above the middle on every one. Only towns better than 60% of their peers on this measure qualify, so lists can be shorter than 25. Sources: