Your ultimate Miss USA state pageant resource
Take a trip back into the history of the Miss Massachusetts USA and Teen USA pageants, from the first winner to the most recent. Get to know every single Miss and Teen titleholder with a full listing, hometown map and extensive photo archive, with state pageant photos, Miss USA and Teen USA competition photos and more.
Get to know Miss Massachusetts USA winners and Teen titleholders from the first pageants to the most recent 2023 crownings! Massachusetts has two national titleholders that share a special bond; Susie Castillo was Shawnae Jebbia’s Teen sister in 2008 and went on to win the Miss Massachusetts USA and Miss USA title in her own right in 2003. Susie’s Teen sister Jackie Bruno also went on to win the Miss title and made the top 10 at Miss USA 2008, and Jackie’s Teen Caroline Lunny won the Miss Massachusetts USA 2014 title as well! Miss Massachusetts USA 2023 Annika Sharma is the first 2020 Teen to win a Miss title. Miss Massachusetts USA winners have hailed from all over Massachusetts but predominently the eastern half the state.
Many have been cheerleaders for the patriots, most recently Bailey Medeiros and Julia Scaparotti. Did you know that Miss Massachusetts USA 1996 is the mother of Miss Massachusetts Teen USA 2022 Jillian Driscoll? Keep reading for stats, news clippings, photos and more.
26 • Boston
Top 5
at Miss Universe
23 • Lawrence
Top 15
at Miss Universe
28 • Boston
23 • Brockton
25 • Dracut
27 • Lawrence
22 • Newton
Miss Photogenic
at Miss USA
Winner
Shawnae Jebbia (1998), Susie Castillo (2003)
1st runner-up
Diane Pollard (1978)
Semi-finalist
Sandra Ramsey (1957), Barbara Feldman (1960), Elaine Cusick (1961), Sandra “Su Su” Smith (1963), Nancy Brackett (1966), Monica Magnus (1979), Janet Marie Flaherty (1982), Mercedes Waggoner (1985), Kristen Mastroianni (1995)
Top 8/10/11/12*
Jackie Bruno (2008)
Top 15/16/20*
Sarah Kidd (2013), Allissa Latham (2018)
* Where the semi-finalists are cut in multiple stages before the top 5 or 6
Congeniality
Stacey Blaine (1993)
Photogenic
Annika Sharma (2023)
State Costume
JoAnn Savery (1981)
| IMAGE | YEAR | NAME | HOMETOWN | AGE | PLACEMENT | AWARDS | NOTES |
|---|---|---|---|---|---|---|---|
 | 2023 | Annika Sharma* | Newton | 22 | Previously Miss MA Teen USA 2020 | ||
 | 2022 | Skarlet Ramirez | Lawrence | 27 | |||
 | 2021 | Sarah DeSouza | Dracut | 25 | |||
 | 2020 | Sabrina Victor | Brockton | 23 | |||
 | 2019 | Kelly O'Grady | Duxbury | 28 | |||
 | 2018 | Allissa Latham | Lowell | 26 | Top 15 | ||
 | 2017 | Julia Scaparotti | Peabody | 25 | |||
 | 2016 | Whitney Sharpe | Burlington | 21 | |||
 | 2015 | Polikseni Manxhari | Holden | 24 | |||
 | 2014 | Caroline Lunny* | Holliston | 23 | Previously Miss MA Teen USA 2008 (SF Miss Teen USA) | ||
 | 2013 | Sarah Kidd | Leominster | 20 | Top 15 | ||
 | 2012 | Natalie Pietrzak | Boston | 26 | Sister of Miss CT USA 2009 Monica Pietrzak | ||
 | 2011 | Alida D'Angona | Bolton | 24 | |||
 | 2010 | Lacey Wilson* | Boston | 26 | Previously Miss IL Teen USA 2002 | ||
 | 2009 | Alison Cronin* | East Weymouth | 21 | Previously Miss MA Teen USA 2005 | ||
 | 2008 | Jackie Bruno* | Assonet | 23 | Top 10 | Previously Miss MA Teen USA 2003; T15 Miss Universe 2003 | |
 | 2007 | Despina Delios | Lynn | 23 | |||
 | 2006 | Tiffany Kelly | Braintree | 18 | |||
 | 2005 | Cristina Nardozzi | Seekonk | 21 | |||
 | 2004 | Maria Lekkakos | Rockport | 25 | |||
 | 2003 | SUSIE CASTILLO* | Lawrence | 23 | MISS USA | Previously Miss MA Teen USA 1998 | |
 | 2002 | Latoyia Foster | Lowell | 25 | |||
 | 2001 | Dana Powell | Brookline | 21 | |||
 | 2000 | Rosalie Allain | Leominster | 25 | |||
 | 1999 | Jennifer Krafve | Saugus | 24 | |||
 | 1998 | SHAWNAE JEBBIA | Mansfield | 26 | MISS USA | F Miss Universe 1998 | |
 | 1997 | Jennifer Chapman | Natick | 24 | |||
 | 1996 | Jacquelyn Doucette | Lynnfield | 25 | |||
 | 1995 | Kristen Mastroianni* | Wilbraham | 23 | Semi-finalist | Previously Miss MA Teen USA 1987 (SF Miss Teen USA) | |
 | 1994 | Michelle Atamian | Belmont | 25 | |||
 | 1993 | Stacey Blaine | Bellingham | 25 | Congeniality | Previously Miss ME Teen USA 1991 | |
 | 1992 | Christine Netishen | Lowell | 22 | |||
 | 1991 | Laura Wheeler | Framingham | 24 | |||
 | 1990 | Laureen Murphy | Boston | 20 | Previously Miss ME Teen USA 1986 | ||
 | 1989 | Kimberly Wallace | Ipswich | 18 | |||
 | 1988 | Anita Lovely | Franklin | 23 | |||
 | 1987 | Rosanna Iversen | Great Barrington | 22 | |||
 | 1986 | Sheila Benson | Quincy | 21 | |||
 | 1985 | Mercedes Waggoner | Boston | 21 | Semi-finalist | ||
 | 1984 | Deborah Neary | Onset | 21 | |||
 | 1983 | Robin Silvia | Swansea | 21 | |||
 | 1982 | Janet Marie Flaherty | Wilmington | 24 | Semi-finalist | ||
 | 1981 | JoAnn Savery | East Bridgewater | 22 | Best State Costume | ||
 | 1980 | Diane Campbell | Melrose | 21 | |||
 | 1979 | Monica Magnus | Boston | 24 | Semi-finalist | ||
 | 1978 | Diane Pollard | Hamilton | 20 | 1st runner-up | ||
 | 1977 | Carolyn Marcil | Chelmsford | 20 | |||
 | 1976 | Holly Ann Hoyle | Attleboro | 22 | |||
 | 1975 | Rilla Posson | Natick | 27 | |||
 | 1974 | Ethellean Hicks | Roxbury | 22 | |||
 | 1973 | Judy Gregory | Boston | 26 | |||
 | 1972 | Dale Carder | Wellesley | 18 | |||
 | 1971 | April Dow | Amesbury | 19 | |||
 | 1970 | Cheryl Stankiewicz | Brockton | 25 | |||
 | 1969 | Martha Cawley | Needham | 20 | |||
 | 1968 | Sonja Fritz | Boston | 23 | |||
 | 1967 | Pamela Procter | Marblehead | 21 | Daughter of Miss MA 1940 Polly Connors | ||
 | 1966 | Nancy Brackett | Brighton | 20 | Semi-finalist | ||
 | 1965 | Mary Lou Volpe | Braintree | 19 | |||
 | 1964 | Barbara Robery | Hyde Park | 22 | |||
 | 1963 | Sandra "Su Su" Smith | Newton | 23 | Semi-finalist | ||
 | 1962 | Gale Pope | Wellesley | 18 | † 2018 | ||
 | 1961 | Elaine Cusick | Hyde Park | 18 | Semi-finalist | ||
 | 1960 | Barbara Feldman | Natick | 20 | Semi-finalist | ||
 | 1959 | Beatrice Duprey | Weymouth | 20 | † 1971 | ||
 | 1958 | Sally Ann Freedman | Peabody | 18 | † 2015 | ||
 | 1957 | Sandra Ramsey | Haverhill | 19 | Semi-finalist | ||
 | 1956 | Elaine Murphy | Weston | 21 | † 2008 | ||
 | 1955 | Jean Dernago | Springfield | 18 | |||
 | 1954 | Nancy Louise "Nan" Cowan | Sterling | 20 | † 2005 | ||
 | 1953 | Joan Daly | Somerville | 20 | |||
 | 1952 | Vel Dorne | Boston | 24 | Stage name for Rita Marie Doyle; †1984 |
| YEAR | NAME | HOMETOWN | AGE | PLACEMENT | AWARDS | NOTES |
|---|---|---|---|---|---|---|
| 2023 | Annika Sharma* | Newton | 22 | Previously Miss MA Teen USA 2020 | ||
| 2022 | Skarlet Ramirez | Lawrence | 27 | |||
| 2021 | Sarah DeSouza | Dracut | 25 | |||
| 2020 | Sabrina Victor | Brockton | 23 | |||
| 2019 | Kelly O'Grady | Duxbury | 28 | |||
| 2018 | Allissa Latham | Lowell | 26 | Top 15 | ||
| 2017 | Julia Scaparotti | Peabody | 25 | |||
| 2016 | Whitney Sharpe | Burlington | 21 | |||
| 2015 | Polikseni Manxhari | Holden | 24 | |||
| 2014 | Caroline Lunny* | Holliston | 23 | Previously Miss MA Teen USA 2008 (SF Miss Teen USA) | ||
| 2013 | Sarah Kidd | Leominster | 20 | Top 15 | ||
| 2012 | Natalie Pietrzak | Boston | 26 | Sister of Miss CT USA 2009 Monica Pietrzak | ||
| 2011 | Alida D'Angona | Bolton | 24 | |||
| 2010 | Lacey Wilson* | Boston | 26 | Previously Miss IL Teen USA 2002 | ||
| 2009 | Alison Cronin* | East Weymouth | 21 | Previously Miss MA Teen USA 2005 | ||
| 2008 | Jackie Bruno* | Assonet | 23 | Top 10 | Previously Miss MA Teen USA 2003; T15 Miss Universe 2003 | |
| 2007 | Despina Delios | Lynn | 23 | |||
| 2006 | Tiffany Kelly | Braintree | 18 | |||
| 2005 | Cristina Nardozzi | Seekonk | 21 | |||
| 2004 | Maria Lekkakos | Rockport | 25 | |||
| 2003 | SUSIE CASTILLO* | Lawrence | 23 | MISS USA | Previously Miss MA Teen USA 1998 | |
| 2002 | Latoyia Foster | Lowell | 25 | |||
| 2001 | Dana Powell | Brookline | 21 | |||
| 2000 | Rosalie Allain | Leominster | 25 | |||
| 1999 | Jennifer Krafve | Saugus | 24 | |||
| 1998 | SHAWNAE JEBBIA | Mansfield | 26 | MISS USA | F Miss Universe 1998 | |
| 1997 | Jennifer Chapman | Natick | 24 | |||
| 1996 | Jacquelyn Doucette | Lynnfield | 25 | |||
| 1995 | Kristen Mastroianni* | Wilbraham | 23 | Semi-finalist | Previously Miss MA Teen USA 1987 (SF Miss Teen USA) | |
| 1994 | Michelle Atamian | Belmont | 25 | |||
| 1993 | Stacey Blaine | Bellingham | 25 | Congeniality | Previously Miss ME Teen USA 1991 | |
| 1992 | Christine Netishen | Lowell | 22 | |||
| 1991 | Laura Wheeler | Framingham | 24 | |||
| 1990 | Laureen Murphy | Boston | 20 | Previously Miss ME Teen USA 1986 | ||
| 1989 | Kimberly Wallace | Ipswich | 18 | |||
| 1988 | Anita Lovely | Franklin | 23 | |||
| 1987 | Rosanna Iversen | Great Barrington | 22 | |||
| 1986 | Sheila Benson | Quincy | 21 | |||
| 1985 | Mercedes Waggoner | Boston | 21 | Semi-finalist | ||
| 1984 | Deborah Neary | Onset | 21 | |||
| 1983 | Robin Silvia | Swansea | 21 | |||
| 1982 | Janet Marie Flaherty | Wilmington | 24 | Semi-finalist | ||
| 1981 | JoAnn Savery | East Bridgewater | 22 | Best State Costume | ||
| 1980 | Diane Campbell | Melrose | 21 | |||
| 1979 | Monica Magnus | Boston | 24 | Semi-finalist | ||
| 1978 | Diane Pollard | Hamilton | 20 | 1st runner-up | ||
| 1977 | Carolyn Marcil | Chelmsford | 20 | |||
| 1976 | Holly Ann Hoyle | Attleboro | 22 | |||
| 1975 | Rilla Posson | Natick | 27 | |||
| 1974 | Ethellean Hicks | Roxbury | 22 | |||
| 1973 | Judy Gregory | Boston | 26 | |||
| 1972 | Dale Carder | Wellesley | 18 | |||
| 1971 | April Dow | Amesbury | 19 | |||
| 1970 | Cheryl Stankiewicz | Brockton | 25 | |||
| 1969 | Martha Cawley | Needham | 20 | |||
| 1968 | Sonja Fritz | Boston | 23 | |||
| 1967 | Pamela Procter | Marblehead | 21 | Daughter of Miss MA 1940 Polly Connors | ||
| 1966 | Nancy Brackett | Brighton | 20 | Semi-finalist | ||
| 1965 | Mary Lou Volpe | Braintree | 19 | |||
| 1964 | Barbara Robery | Hyde Park | 22 | |||
| 1963 | Sandra "Su Su" Smith | Newton | 23 | Semi-finalist | ||
| 1962 | Gale Pope | Wellesley | 18 | † 2018 | ||
| 1961 | Elaine Cusick | Hyde Park | 18 | Semi-finalist | ||
| 1960 | Barbara Feldman | Natick | 20 | Semi-finalist | ||
| 1959 | Beatrice Duprey | Weymouth | 20 | † 1971 | ||
| 1958 | Sally Ann Freedman | Peabody | 18 | † 2015 | ||
| 1957 | Sandra Ramsey | Haverhill | 19 | Semi-finalist | ||
| 1956 | Elaine Murphy | Weston | 21 | † 2008 | ||
| 1955 | Jean Dernago | Springfield | 18 | |||
| 1954 | Nancy Louise "Nan" Cowan | Sterling | 20 | † 2005 | ||
| 1953 | Joan Daly | Somerville | 20 | |||
| 1952 | Vel Dorne | Boston | 24 | Stage name for Rita Marie Doyle; †1984 |
