Miss Douglas County Legacy
2023 Aspen Young
2022 Marin Gray
Miss Oregon Top 10 Finalist // Preliminary Red Carpet Award
2022 Emily Redling
Miss Oregon Top 10 Finalist // Miss Oregon’s Miss Congeniality
2021 Brighid Rickman
Miss Oregon People’s Choice Award
2021 Emily Warren
2019 Megan McLaughlin
2018 Emily Warren
Miss Oregon’s People’s Choice Award
2017 Cassidy Smith
Miss Oregon People’s Choice Award
2016 Raechel Warren
3rd Runner Up // Overall Interview
Scholar Athlete // Prelim Talent
2015 Cassidy Smith
Miss Oregon Top 10
2014 Kayla Gordon
Miss Oregon’s 1st Runner Up
2013 Brooke Painter
Miss Oregon’s Miss Congeniality
2013 Hannah Truitt
Non-Finalist Talent Award
2012 Ashley Dombrowski
2012 Elizabeth Denny
2011 Brooke Painter
Tiffany Phillips Scholar Athlete // Miss America Scholar Athlete
2010 Elizabeth Denny
2009 Kelly Dorius
2006 Carol Pecorilla
2003 Sarah Hollander
2000 Angela Brink
1997 Jessica Lamoreaux
1995 Heather Brink
1992 Julie Amann
1989 no pageant held
1986 Laura Edwards
1983 Jill Wymer
1980 Shellee Cooper
1977 Susan Bergreen
1974 Jill Olsen
1971 Jeri Cary
1968 Andrea Keasey
1965 Linda Watson
1962 Alda Lee Brambach
1959 Catherine Carnes
1956
1953
1950
1947- JoAnn Amorde Berg
2008 Teri Wilcox
2005 Katie Frank
2002 Trina Johnson
1999 Jessica Baxter
1997 Tamara Finch
1994 Tamara Finch
1991 Jennifer Sittinger
1988 Tammy Bonebrake
1985 Judy Palmer
1982 Vicki Ward
1979 Tami Sanders
1976 Jan Hayes
1973 DeAnne Butterfield
1970 Janet Kent
1967 Linda Lee Grant
1964 Sharon Frazier
1961 Diane Palm
1958
1955
1952 Barbara Peterson
1949 no pageant held
2007 Aunika Bennetti
2004 Brook Roberts
2001 Brook Roberts
1998 Angela Brink
1996 Nichole Ruchaber
1993 Angela Darrow
1990 Kristin LeFevre
1987 Linda Mustoe
1984 Tamberly Laisure
1981 Leslie Berg
1978 Carol Ryder
1975 Lisa Bigley
1972 Linda Stearns
1969 Christy Commons
1966 Carol Burkhart
1963 D’Anne Fullerton
1960 Sharon Mason
1957 K. Hensell
1954
1950
1948 Joyce Sheffel