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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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 →
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18Boylston, Massachusetts
Retirement: 70th percentile · Quiet: 74th percentile · Home value ÷ income: 70th percentile

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 →
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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 →
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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 →
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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 →
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14Deerfield, Massachusetts
Retirement: 76th percentile · Quiet: 72nd percentile · Home value ÷ income: 78th percentile

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 →
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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 →
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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 →
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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 →
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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 →
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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 →
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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 →
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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 →
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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 →
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5Sterling, Massachusetts
Retirement: 80th percentile · Quiet: 89th percentile · Home value ÷ income: 78th percentile

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 →
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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 →
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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 →
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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 →
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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 →
Percentile vs Massachusetts towns on each part of this ranking.
Price vs ranking
More Massachusetts rankings
- The 25 Best Small Towns to Retire in Massachusetts
- The 25 Quietest Small Towns in Massachusetts
- The 25 Most Affordable Small Towns in Massachusetts
- The 25 Best Small Towns for Families in Massachusetts
- 25 Small Towns in Massachusetts With the Cheapest Homes
- 25 Small Towns in Massachusetts With the Mildest Winters
- The 25 Most Walkable Small Towns in Massachusetts
- 25 Small Towns in Massachusetts With the Fewest Tornadoes Since 1950
- The 25 Best Small Towns for First-Time Home Buyers in Massachusetts
- The 24 Best Affordable Small Towns for Remote Workers in Massachusetts
Same ranking, other places
- The 50 Best Quiet, Affordable Small Towns to Retire in America
- The 25 Best Quiet, Affordable Small Towns to Retire in Pennsylvania
- The 25 Best Quiet, Affordable Small Towns to Retire in New York
- The 24 Best Quiet, Affordable Small Towns to Retire in Michigan
- The 25 Best Quiet, Affordable Small Towns to Retire in Texas
- The 25 Best Quiet, Affordable Small Towns to Retire in California
- The 25 Best Quiet, Affordable Small Towns to Retire in New Jersey
- The 25 Best Quiet, Affordable Small Towns to Retire in Florida
- The 15 Best Quiet, Affordable Small Towns to Retire in Ohio
- The 16 Best Quiet, Affordable Small Towns to Retire in Illinois
- U.S. Census Bureau, American Community Survey 5-year estimates (2020–2024)
- U.S. Census Bureau, 2020 Census and 2025 Gazetteer (2020 / 2025)
- NOAA NCEI U.S. Climate Normals (1991–2020)
- NOAA NCEI Storm Events Database (1950–2026)
- FEMA OpenFEMA Disaster Declarations (this product uses the FEMA OpenFEMA API but is not endorsed by FEMA) (1953–2026)
- NCES Common Core of Data (2023–24)
- BLS Quarterly Census of Employment and Wages; USDA ERS county unemployment (BLS LAUS) (2000–2024)
- The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025)