The 25 Best Small Towns for Families in Massachusetts
Ranked on The Town Files lifestyle rankings among 181 towns of 2,500–10,000 people in Massachusetts. #1 is Dover, MA.
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25Topsfield, Massachusetts
Better for families than 91% of Massachusetts towns
2,864 people · Essex County · median home $836,600 · income $191,146 · Jan low 20°F · 48 in snow
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24Topsfield, Massachusetts
Better for families than 91% of Massachusetts towns
6,569 people · Essex County · median home $853,400 · income $195,718 · Jan low 20°F · 48 in snow
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23Stow, Massachusetts
Better for families than 91% of Massachusetts towns
7,174 people · Middlesex County · median home $729,600 · income $185,809 · Jan low 15°F · 54 in snow
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22Sutton, Massachusetts
Better for families than 91% of Massachusetts towns
9,357 people · Worcester County · median home $523,100 · income $147,125 · Jan low 15°F · 48 in snow
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21Rochester, Massachusetts
Better for families than 92% of Massachusetts towns
5,717 people · Plymouth County · median home $599,100 · income $120,273 · Jan low 20°F · 31 in snow
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20Hamilton, Massachusetts
Better for families than 92% of Massachusetts towns
7,561 people · Essex County · median home $720,000 · income $129,833 · Jan low 18°F · 51 in snow
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19West Newbury, Massachusetts
Better for families than 93% of Massachusetts towns
4,500 people · Essex County · median home $808,200 · income $179,500 · Jan low 17°F · 62 in snow
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18Cochituate, Massachusetts
Better for families than 93% of Massachusetts towns
6,927 people · Middlesex County · median home $906,300 · income $192,361 · Jan low 18°F · 46 in snow
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17Medfield, Massachusetts
Better for families than 94% of Massachusetts towns
6,939 people · Norfolk County · median home $815,300 · income $218,946 · Jan low 20°F · 56 in snow
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16Littleton Common, Massachusetts
Better for families than 95% of Massachusetts towns
3,065 people · Middlesex County · median home $558,200 · income $135,074 · Jan low 15°F · 60 in snow
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15Mendon, Massachusetts
Better for families than 95% of Massachusetts towns
6,228 people · Worcester County · median home $616,000 · income $132,256 · Jan low 17°F · 48 in snow
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14Groveland, Massachusetts
Better for families than 95% of Massachusetts towns
6,752 people · Essex County · median home $610,900 · income $141,487 · Jan low 17°F · 67 in snow
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13Pinehurst, Massachusetts
Better for families than 95% of Massachusetts towns
7,368 people · Middlesex County · median home $623,800 · income $146,250 · Jan low 18°F · 59 in snow
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12Plympton, Massachusetts
Better for families than 97% of Massachusetts towns
2,930 people · Plymouth County · median home $517,800 · income $126,736 · Jan low 20°F · 38 in snow
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11North Scituate, Massachusetts
Better for families than 97% of Massachusetts towns
5,414 people · Plymouth County · median home $824,800 · income $140,329 · Jan low 22°F · 51 in snow
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10Cordaville, Massachusetts
Better for families than 98% of Massachusetts towns
2,703 people · Worcester County · median home $765,900 · income $165,375 · Jan low 18°F · 48 in snow
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9South Duxbury, Massachusetts
Better for families than 98% of Massachusetts towns
3,463 people · Plymouth County · median home $982,000 · income $212,734 · Jan low 22°F · 38 in snow
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8Princeton, Massachusetts
Better for families than 98% of Massachusetts towns
3,495 people · Worcester County · median home $520,500 · income $158,750 · Jan low 13°F · 60 in snow
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7Sherborn, Massachusetts
Better for families than 98% of Massachusetts towns
4,401 people · Middlesex County · median home $1,026,800 · income $250,001 · Jan low 18°F · 46 in snow
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6Dunstable, Massachusetts
Better for families than 99% of Massachusetts towns
3,358 people · Middlesex County · median home $674,000 · income $208,512 · Jan low 14°F · 53 in snow
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5Bolton, Massachusetts
Better for families than 99% of Massachusetts towns
5,665 people · Worcester County · median home $796,000 · income $205,449 · Jan low 15°F · 57 in snow
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4Berkley, Massachusetts
Better for families than 99% of Massachusetts towns
6,764 people · Bristol County · median home $511,200 · income $144,205 · Jan low 19°F · 26 in snow
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3Boxford, Massachusetts
Better for families than 99% of Massachusetts towns
8,203 people · Essex County · median home $907,000 · income $200,871 · Jan low 17°F · 67 in snow
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2Carlisle, Massachusetts
Better for families than 100% of Massachusetts towns
5,237 people · Middlesex County · median home $1,103,900 · income $250,001 · Jan low 18°F · 59 in snow
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1Dover, Massachusetts
Better for families than 100% of Massachusetts towns
5,923 people · Norfolk County · median home $1,340,300 · income $250,001 · Jan low 18°F · 46 in snow
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 19 Best Quiet, Affordable Small Towns to Retire 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 Small Towns for Families in America
- The 25 Best Small Towns for Families in Pennsylvania
- The 25 Best Small Towns for Families in New York
- The 25 Best Small Towns for Families in Michigan
- The 25 Best Small Towns for Families in Texas
- The 25 Best Small Towns for Families in California
- The 25 Best Small Towns for Families in New Jersey
- The 25 Best Small Towns for Families in Florida
- The 25 Best Small Towns for Families in Wisconsin
- The 25 Best Small Towns for Families in Ohio
- 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)