- Sagamore (Population: 3,544)
- Salem (Population: 40,407)
- Salisbury (Population: 7,827)
- Sandwich (Population: 20,136)
- Saugus (Population: 26,078)
- Scituate (Population: 17,863)
- Seekonk (Population: 13,425)
- Sharon (Population: 17,408)
- Sheffield (Population: 3,335)
- Shelburne Falls (Population: 1,951)
- Shelburne (Population: 2,058)
- Sherborn (Population: 4,200)
- Shirley (Population: 6,373)
- Shrewsbury (Population: 31,640)
- Shutesbury (Population: 1,810)
- Smith Mills (Population: 4,432)
- Somerset (Population: 18,234)
- Somerville (Population: 77,478)
- South Amherst (Population: 5,039)
- South Ashburnham (Population: 1,013)
- South Deerfield (Population: 1,868)
- South Dennis (Population: 3,679)
- South Duxbury (Population: 3,062)
- South Hadley (Population: 17,196)
- South Lancaster (Population: 1,742)
- South Yarmouth (Population: 11,603)
- Southampton (Population: 5,387)
- Southborough (Population: 8,781)
- Southbridge (Population: 17,214)
- Southwick (Population: 8,835)
- Spencer (Population: 11,691)
- Springfield (Population: 152,082)
- Sterling (Population: 7,257)
- Stockbridge (Population: 2,276)
- Stoneham (Population: 22,219)
- Stoughton (Population: 27,149)
- Stow (Population: 5,902)
- Sturbridge (Population: 7,837)
- Sudbury (Population: 16,841)
- Sunderland (Population: 3,777)
- Sutton (Population: 8,250)
- Swampscott (Population: 14,412)
- Swansea (Population: 15,901)
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