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- Alicia Sacramone – Gymnast
- Perry Saturn – Pro Wrestler
- Richard Scarry – Author, illustrator
- Ebenezer Seaver, Former U.S. Representative, former member and chairman of the Roxbury Board of Selectmen.
- Anne Sexton – Poet
- Dan Shaughnessy – Boston Globe Sports Columnist
- Anthony T. Shtogren — U.S. Air Force general
- Fatima Siad – Fashion model and 3rd place on America's Next Top Model, Cycle 10
- Bill Simmons – Sports columnist, "The Sports Guy" on ESPN.com
- Jenny Slate – Actress, and Saturday Night Live cast member
- Slaine – Hip Hop Artist
- Slapshot – Band
- Samuel Francis Smith – Composer
- Edward Dexter Sohier - Lawyer
- James Spader – Actor
- Clinton Sparks – Hip Hop DJ/Producer
- Special Teamz – Rap Group
- Lesley Stahl – Television Journalist, 60 Minutes
- Staind – Band
- Larry Stark – Theater critic
- Maurice Starr – Musician/Producer (see New Edition and New Kids on the Block)
- Frederick Stevens — U.S. Representative from Minnesota
- Sonny Stitt, Jazz Saxophonist
- Street Dogs – Band
- John L. Sullivan – First Heavyweight Champion of Gloved Boxing
- Louis Sullivan – Architect
- Donna Summer – Singer
- William H. Sumner – Developer of East Boston
- John Sununu – Junior U.S. Senator from New Hampshire-Was born here
- Spider One – Singer (Powerman 5000)
- William H. Swanson – Chairman and CEO of Raytheon Company
Read more about this topic: List Of Bostonians