MASSACHUSETTS
1952 - (DNC)
1953 - Joan Daly
1954 - Nan Cowan
1955 - Jean Dernago
1956 - Elaine Murphy
1957 - Sandra Ramsey (SF)
1958 - Sally Ann Freedman
1959 - Beatrice Lee Duprey
1960 - Barbara Gale Feldman (SF)
1961 - Elaine Cusick (SF)
1962 - Gale Pope
1963 - Sandra (Su-Su) Smith (SF)
1964 - Barbara Helen Robery
1965 - Mary Lou Volpe
1966 - Nancy Joan Brackett (SF)
1967 - Pamela Procter
1968 - Sonia Prince
1969 - Martha Cawley
1970 - Cheryl Lee Stankiewicz
1971 - April Dow
1972 - Dale Carder
1973 - Judy Gregory
1974 - Esthellean Hicks
1975 - Rila Posson
1976 - Holly Ann Hoyle
1977 - Carolyn Marcil
1978 - Diane Elizabeth Pollard (1st RU)
1979 - Monica Patricia Magnus (SF)
1980 - Diane Campbell
1981 - Joann Savery (Best State Costume)
1982 - Janet Marie Flaherty (SF)
1983 - Robin Jeanne Silva
1984 - Deborah Neary
1985 - Mercedes Waggoner (SF)
1986 - Sheila Patrick Benson
1987 - Rosanna Iversen
1988 - Anita Marie Lovely
1989 - Kimberley Wallace
1990 - Laureen Murphy
1991 - Laura Wheeler
1992 - Christine Marie Netishen
1993 - Stacey Blaine (Miss Congeniality)
1994 - Michelle Atamian
1995 - Kristen Lee Mastroianni (SF)
1996 - Jacquelyn Doucette
1997 - Jennifer Chapman
1998 - Shawnae Nicole Jebbia (winner)
1999 - Jennifer Krafve
2000 - Rosalie M. Allain
2001 - Dana Tenille Powell
2002 - Latoyia Cimone Foster
2003 - Susie Castillo (winner)
2004 - Maria Lekkakos
2005 - Christina Nardozzi
2006 - Tiffany Laura Kelly
2007 - Despina Delios
2008 - Jacqueline Theresa Bruno (Top 10)
2009 - Alison Michele Cronin
2010 - Lacey Wilson
2011 - Alida D'Angona
2012 - Natalie Victoria Pietrzak
2013 - Sarah Kidd (Top 15)
2014 - Caroline Lunny
2015 - Polikseni Manxhari
2016 - Whitney Sharpe
2017 - Julia Scaparotti
2018 - Alissa Marie Latham (Top 15)
2019 - Kelly Fraser O'Grady
2020 - Sabrina Victor
2021 - Sarah DeSouza
2022 - Skarlet Ramirez
2023 - Annika Sharma