Massachusetts
| Year | Name | Hometown | Age | Local title | Placement at MAO Teen | Special scholarships at MAO Teen | Notes |
|---|---|---|---|---|---|---|---|
| 2012 | Amy C. de Silva | Dartmouth, Massachusetts | 16 | Miss New Bedford's Outstanding Teen | Suffers from Charcot-Marie-Tooth disease | ||
| 2011 | Sydney Levin-Epstein | East Longmeadow | 16 | Miss Western Mass. Outstanding Teen | |||
| 2010 | Kendall Wipff | Andover | 17 | ||||
| 2009 | Brianna Marie Bostick | East Taunton | 16 | ||||
| 2008 | Taylor Kinzler | Lakeville | 16 | Later Miss Massachusetts 2012, Contestant at National Sweetheart 2010 | |||
| 2007 | Hillary Pavao | Dartmouth | |||||
| 2006 | Cherise Marie Leclerc | Hampden | Top 10 | ||||
| 2005 | Tanya Lee Bonenfant | Taunton | 17 | ||||
| 2004 | Alana Megna | No national pageant | |||||
| 2003 | Meghan Joyce | No national pageant | Later Massachusetts' Junior Miss 2004 | ||||
| 2002 | Jennifer Bowen | No national pageant | |||||
| 2001 | Valerie Amaral | Acushnet MA | 15 | No national pageant | Later Miss Massachusetts 2007 | ||
| 2000 | Fallon Branco | No national pageant |
Read more about this topic: Miss America's Outstanding Teen State Pageants