The 25 Best Small Towns for Families in Massachusetts
Ranked on The Town Files lifestyle rankings among 181 towns of 500–10,000 people in Massachusetts. #1 is Dover, MA.
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25Topsfield, Massachusetts
Better for families than 91% of Massachusetts towns
Topsfield is a community of 2,864 people in Essex County, Massachusetts. It also ranks more upscale than 92% of Massachusetts towns and better for retirees than 82% of Massachusetts towns.
2,864 people · Essex County · median home $836,600 · income $191,146 · Jan low 20°F · 48 in snow
Full Topsfield, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
24Topsfield, Massachusetts
Better for families than 91% of Massachusetts towns
Topsfield is a town of 6,569 people in Essex County, Massachusetts. It also ranks more upscale than 92% of Massachusetts towns and better for retirees than 82% of Massachusetts towns.
6,569 people · Essex County · median home $853,400 · income $195,718 · Jan low 20°F · 48 in snow
Full Topsfield, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
23Stow, Massachusetts
Better for families than 91% of Massachusetts towns
Stow is a town of 7,174 people in Middlesex County, Massachusetts. It also ranks more upscale than 95% of Massachusetts towns and better for young professionals than 81% of Massachusetts towns.
7,174 people · Middlesex County · median home $729,600 · income $185,809 · Jan low 15°F · 54 in snow
Full Stow, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
22Sutton, Massachusetts
Better for families than 91% of Massachusetts towns
Sutton is a town of 9,357 people in Worcester County, Massachusetts. It also ranks quieter than 76% of Massachusetts towns and more upscale than 70% of Massachusetts towns.
9,357 people · Worcester County · median home $523,100 · income $147,125 · Jan low 15°F · 48 in snow
Full Sutton, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
21Rochester, Massachusetts
Better for families than 92% of Massachusetts towns
Rochester is a town of 5,717 people in Plymouth County, Massachusetts. It also ranks easier by car than 100% of Massachusetts towns and better for first-time buyers than 96% of Massachusetts towns.
5,717 people · Plymouth County · median home $599,100 · income $120,273 · Jan low 20°F · 31 in snow
Full Rochester, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
20Hamilton, Massachusetts
Better for families than 92% of Massachusetts towns
Hamilton is a town of 7,561 people in Essex County, Massachusetts. It also ranks more upscale than 87% of Massachusetts towns and better for cycling than 83% of Massachusetts towns.
7,561 people · Essex County · median home $720,000 · income $129,833 · Jan low 18°F · 51 in snow
Full Hamilton, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
19West Newbury, Massachusetts
Better for families than 93% of Massachusetts towns
West Newbury is a town of 4,500 people in Essex County, Massachusetts. It also ranks more of a college town than 90% of Massachusetts towns and more upscale than 88% of Massachusetts towns.
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 →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
18Cochituate, Massachusetts
Better for families than 93% of Massachusetts towns
Cochituate is a community of 6,927 people in Middlesex County, Massachusetts. It also ranks more upscale than 96% of Massachusetts towns and more walkable than 79% of Massachusetts towns.
6,927 people · Middlesex County · median home $906,300 · income $192,361 · Jan low 18°F · 46 in snow
Full Cochituate, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
17Medfield, Massachusetts
Better for families than 94% of Massachusetts towns
Medfield is a community of 6,939 people in Norfolk County, Massachusetts. It also ranks more upscale than 95% of Massachusetts towns and better for young professionals than 71% of Massachusetts towns.
6,939 people · Norfolk County · median home $815,300 · income $218,946 · Jan low 20°F · 56 in snow
Full Medfield, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
16Littleton Common, Massachusetts
Better for families than 95% of Massachusetts towns
Littleton Common is a community of 3,065 people in Middlesex County, Massachusetts. It also ranks better for first-time buyers than 92% of Massachusetts towns and more upscale than 81% of Massachusetts towns.
3,065 people · Middlesex County · median home $558,200 · income $135,074 · Jan low 15°F · 60 in snow
Full Littleton Common, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
15Mendon, Massachusetts
Better for families than 95% of Massachusetts towns

Photo: Marcbela (Marc N. Belanger) (public domain, Wikimedia Commons) Mendon is a town of 6,228 people in Worcester County, Massachusetts. It also ranks easier by car than 87% of Massachusetts towns and better transit than 72% of Massachusetts towns.
6,228 people · Worcester County · median home $616,000 · income $132,256 · Jan low 17°F · 48 in snow
Full Mendon, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
14Groveland, Massachusetts
Better for families than 95% of Massachusetts towns
Groveland is a town of 6,752 people in Essex County, Massachusetts. It also ranks better for first-time buyers than 98% of Massachusetts towns and quieter than 71% of Massachusetts towns.
6,752 people · Essex County · median home $610,900 · income $141,487 · Jan low 17°F · 67 in snow
Full Groveland, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
13Pinehurst, Massachusetts
Better for families than 95% of Massachusetts towns
Pinehurst is a community of 7,368 people in Middlesex County, Massachusetts. It also ranks better for first-time buyers than 92% of Massachusetts towns and better transit than 92% of Massachusetts towns.
7,368 people · Middlesex County · median home $623,800 · income $146,250 · Jan low 18°F · 59 in snow
Full Pinehurst, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
12Plympton, Massachusetts
Better for families than 97% of Massachusetts towns
Plympton is a town of 2,930 people in Plymouth County, Massachusetts. It also ranks better for first-time buyers than 97% of Massachusetts towns and quieter than 70% of Massachusetts towns.
2,930 people · Plymouth County · median home $517,800 · income $126,736 · Jan low 20°F · 38 in snow
Full Plympton, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
11North Scituate, Massachusetts
Better for families than 97% of Massachusetts towns
North Scituate is a community of 5,414 people in Plymouth County, Massachusetts. It also ranks more of a college town than 95% of Massachusetts towns and more upscale than 91% of Massachusetts towns.
5,414 people · Plymouth County · median home $824,800 · income $140,329 · Jan low 22°F · 51 in snow
Full North Scituate, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
10Cordaville, Massachusetts
Better for families than 98% of Massachusetts towns
Cordaville is a community of 2,703 people in Worcester County, Massachusetts. It also ranks more upscale than 92% of Massachusetts towns and better transit than 87% of Massachusetts towns.
2,703 people · Worcester County · median home $765,900 · income $165,375 · Jan low 18°F · 48 in snow
Full Cordaville, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
9South Duxbury, Massachusetts
Better for families than 98% of Massachusetts towns
South Duxbury is a community of 3,463 people in Plymouth County, Massachusetts. It also ranks more of a college town than 98% of Massachusetts towns and more seaside character than 94% of Massachusetts towns.
3,463 people · Plymouth County · median home $982,000 · income $212,734 · Jan low 22°F · 38 in snow
Full South Duxbury, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
8Princeton, Massachusetts
Better for families than 98% of Massachusetts towns
Princeton is a town of 3,495 people in Worcester County, Massachusetts. It also ranks better for cycling than 94% of Massachusetts towns and quieter than 93% of Massachusetts towns.
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 →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
7Sherborn, Massachusetts
Better for families than 98% of Massachusetts towns
Sherborn is a town of 4,401 people in Middlesex County, Massachusetts. It also ranks more upscale than 99% of Massachusetts towns and better transit than 92% of Massachusetts towns.
4,401 people · Middlesex County · median home $1,026,800 · income $250,001 · Jan low 18°F · 46 in snow
Full Sherborn, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
6Dunstable, Massachusetts
Better for families than 99% of Massachusetts towns
Dunstable is a town of 3,358 people in Middlesex County, Massachusetts. It also ranks more upscale than 85% of Massachusetts towns and easier by car than 70% of Massachusetts towns.
3,358 people · Middlesex County · median home $674,000 · income $208,512 · Jan low 14°F · 53 in snow
Full Dunstable, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
5Bolton, Massachusetts
Better for families than 99% of Massachusetts towns
Bolton is a town of 5,665 people in Worcester County, Massachusetts. It also ranks more upscale than 98% of Massachusetts towns.
5,665 people · Worcester County · median home $796,000 · income $205,449 · Jan low 15°F · 57 in snow
Full Bolton, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
4Berkley, Massachusetts
Better for families than 99% of Massachusetts towns
Berkley is a town of 6,764 people in Bristol County, Massachusetts. It also ranks easier by car than 97% of Massachusetts towns and more of a college town than 81% of Massachusetts towns.
6,764 people · Bristol County · median home $511,200 · income $144,205 · Jan low 19°F · 26 in snow
Full Berkley, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
3Boxford, Massachusetts
Better for families than 99% of Massachusetts towns
Boxford is a town of 8,203 people in Essex County, Massachusetts. It also ranks more of a college town than 94% of Massachusetts towns and more upscale than 93% of Massachusetts towns.
8,203 people · Essex County · median home $907,000 · income $200,871 · Jan low 17°F · 67 in snow
Full Boxford, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
2Carlisle, Massachusetts
Better for families than 100% of Massachusetts towns
Carlisle is a town of 5,237 people in Middlesex County, Massachusetts. It also ranks more upscale than 99% of Massachusetts towns and better for retirees than 86% of Massachusetts towns.
5,237 people · Middlesex County · median home $1,103,900 · income $250,001 · Jan low 18°F · 59 in snow
Full Carlisle, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns. -
1Dover, Massachusetts
Better for families than 100% of Massachusetts towns
Dover is a town of 5,923 people in Norfolk County, Massachusetts. It also ranks more upscale than 100% of Massachusetts towns and more of a college town than 87% of Massachusetts towns.
5,923 people · Norfolk County · median home $1,340,300 · income $250,001 · Jan low 18°F · 46 in snow
Full Dover, Massachusetts profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Massachusetts towns.
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)