2009    Kristina Mazzone
    2008    Brianna Carello(Top Ten & winner of Community Service)(pic)         2008  Danielle Simone (pic)
    2007    Laura Hansen (winner of the Community Service Award)(pic)           2007 Kelley Pastyrnak (Top Ten at Miss CT) (pic)      
    2006    Brianna Carello (winner of Miss America Spirit Award)(pic)             2006  Stacy Potter (4th Runner Up at Miss CT)    
    2005    Kelley Pastyrnak (pic)                                                                                       ( and State Interview Award)(pic)
    2004    Kristin Gienty  (pic)
    2003    Melissa Monnerat Prentiss (pic)
    2002    Alecia Monico Hogan (pic)
    2001    Nakiya Davis Troth
    2000    MistyRae Martin Simmons(3rd Runner up at Miss CT)
    1999    Joy Peccolo
    1998    MistyRae Martin Simmons(Top Ten & Talent winner at Miss CT)
    1997    Christina Micari (Top Ten at Miss CT)
    1996    Amy Vanderoef Stinchfield (3rd runner up at Miss CT)
    1995    Kimberly Monnerat Pyka
    1994    Dina Rossi (Top Ten at Miss CT)
    1993    Amy Vanderoef Stinchfield
    1992    Cynthia Chalfant Simms (Top Ten at Miss CT)
    1991    Tracey Bugryn Cory
    1990    Jill Connelly Dubitsky
    1989    Dawn Kendall Raymond (Top Ten at Miss CT)
    1988    Kathleen Shea Mormino
    1987    Stephanie Simard LaButis (Top Ten at Miss CT)
    1986    Shelby Tedesco
    1985    Lenae Levesque Young
    1984    LisaMarie Dube Mazzarella
    1983    Donna Cyr (4th Runner up at Miss CT)
    1982    MaryLynn Seleman Gagnon
    1981    Christine M. Wilson Sahagan
    1980    Donna Haynes
    1979    VickiAnn Gerard Culligan (2nd Runner up at Miss CT)
    1978    Georgette Martin Girard  (Top Ten at Miss CT)
    1977    Julie Haynes Campassano
    1976    Georgette Martin Girard  (Top Ten at Miss CT)
    1975    Susan Cooke Tellier
    1974    Dawn Cassolino Heller
    1973    Melanie Bernard Geiling
    1972    Diane Alex Cummings  (Top Ten at Miss CT)
    1971    Sharon Lopata
    1970    Janet Morrison Deming
    1969    Skelskey Tarnoff
    1968    Mary Lenore Gibson
    1967    Ruth Ann Hasel Lentini
    1966    Joyces Gelineau Peterson
    1965    Carol Lee Farrior MacKlosky
    1964    Rochelle Oliver Levins (Top Ten at Miss CT)
    1963    Barbara Edmonds Molusis
    1961    Charlotte Choquette Pittman