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2023 Emily Beale
Miss Ocean View
2022 Grace Otley
Forever Miss Americas Scholarship
Miss Delaware’s Outstanding Teen 2014
Miss Dover
2021 Sophie Phillips
Equity and Justice Finalist
Miss Milford
2019 Hillary May
Miss Hockessin
2018 Joanna Wicks
Miss Wilmington
2017 Chelsea Bruce
Miss Newark
2016 Amanda Debus
Miss Delaware’s Outstanding Teen 2008
Miss First State
2015 Brooke Mitchell
Non-finalist Talent Award
Miss Milford
2014 Brittany Lewis
Quality of Life Award 1st runner-up
Miss Wilmington
2013 Rebecca Jackson
Non-finalist Talent Award
Miss Dover
2012 Alyssa Murray
Non-finalist Interview Award
Quality of Life Award Finalist
Miss Coastal Bay
2011 Maria Cahill
Non-finalist Talent Award
Miss Rehoboth Beach
2010 Kayla Martell
Top 10 at Miss America 2011
Quality of Life Award 1st runner-up
America’s Choice Winner
Miss Kent County
2009 Heather Lehman
Miss Diamond State
2008 Galen Giaccone
Top 15 at Miss America 2009
Preliminary Talent Winner
Miss Diamond State
2007 Brittany Dempsey
Miss Capital
2006 Jamie Ginn
Miss Brandywine
2005 Becky Bledsoe
Non-finalist Talent Award
Miss Central Delaware
2004 Linda Kurtz
Quality of Life Award Finalist
Miss Dover
2003 Erin Elizabeth Williams
Miss Eastern Shore
2002 Shoha Parekh
Miss Greenville
2001 Erin Cooper
Miss Hockessin
2000 Junnie Cross
Bert Parks Talent Award
Bernie Wayne Scholarship for the Performing Arts Award
Preliminary Talent Award
Quality of Life Award Finalist
Miss Hockessin
1999 Kama Boland
Miss Diamond State
1998 Jody Kelly
Miss Hockessin
1997 Alison White
Non-finalist Talent Award
Miss Millsboro
1996 Aimee Voshell
Miss Dover
1995 Michelle Harris
Bert Parks Talent Award
Miss Brandywine
1994 Letitia Lee Pusey
Miss Sussex County
1993 Jennifer Kaczmarczyk
Non-finalist Talent Award
Miss Brandywine
1992 Kathleen Ann Slavin
Miss Sussex County
1991 Beth Ann Jones
Miss Brandywine
1990 Lisa Marie Munzert
Non-Finalist Talent Award
Miss Brandywine
1989 Robin Lee Coutant
Miss University
1988 Laura Kathleen Ludwig
Miss Sussex County
1987 Anne Marie Jarka
George Cavalier Talent Award
Miss University
1986 Lori Ann Scott
Miss Wilmington
1985 Lisa Anne Patrick
Miss Newark
1984 Nancy Lynn Ball
Miss Cape Henlopen
1983 Tammy Renee Copeland
Miss Greater Wilmington
1982 Nancy Ellen Farley
Miss New Castle
1981 Jodi Meade Graham
Miss Brandywine College
1980 Andra Lee Dickerson
Miss Newark
1979 Ann Lorraine Harrington
Miss Milford
1978 Janice Anne Albro
Preliminary Swimsuit Award
Miss Brandywine Hundred
1977 Sandra Louise Aiken
Non-finalist Talent Award
Miss Seaford
1976 Day Deborah Rica Lipford
Top 10 at Miss America 1977
Miss Newark
1975 Elaine Campanelli
Non-finalist Talent Award
Miss Ocean View
1974 Kathleen Attanasi
Miss Rehoboth Beach
1973 Jackie LaGuardia
Miss Sussex West
1972 Catherine Lawton
Top 10 at Miss America 1973
Preliminary Talent Award
Miss University Motors
1971 Paula Kusmer
Miss Congeniality
Miss Goldey-Beacom College
1970 Linda Sue Hitchens
Miss Nylon Capital
1969 Margo Ewing
Miss Talleyville
1968 Gayle Freeman
Miss Brandywine College
1967 Susan Alice Levens*
Miss Wesley College
1966 Mary Lee Mancini
Miss Greater Wilmington
1965 Kathleen Grandell
Miss Brandywine
1964 Anita Gail Eubank
Miss Brandywine
1963 Diane Beverly Isaacs*
Miss Greenwood
1962 Alice Richards Watts
Miss Harrington
1961 Robin Jane Whempner
Miss Newark
1960 Deborah Dunkenfield Benoit
1959 Ester Olney
1958 Nancy M. Williams
1957 Kathleen Ann D'Attillio
1956 Janice Olson
1955 Joanne Sakowski
1954 Barbara Woodall*
1953 Lois Anne Alava
Top 10 at Miss America 1954
Preliminary Talent Award
1952 Helen Blackwell*
1951 Suzanne Parrott
1950 Lorna Edwardson*
1944 Jacquelyn Vasseur
1943 Mona Crawford
1942 Dorothy McGovern
1941 Verona Smith*
1940 Peggy Insolo*
Top 15 at Miss America 1941
1937 Nickey Harriett*
1936 Lillian Shamers*
1933 Victoria George*
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