Miss Pioneer Oregon
2024-2025 Miss Pioneer Oregon
Miss Bailey Dueltgen
Portland, Oregon
For more information about becoming Miss Pioneer Oregon, please see the Scholarships & Contests page
Past Miss Pioneer Oregon winners
| Year | Name | Hometown | Picture |
| 1901 | |||
| 1902 | |||
| 1903 | (Note: Records containing | ||
| 1904 | many of the names of Miss | ||
| 1905 | Pioneer Oregon prior to | ||
| 1906 | 1921 have not yet been | ||
| 1907 | located. Prior to 1949, | ||
| 1908 | “Miss Pioneer Oregon” | ||
| 1909 | was called “Miss Oregon.” | ||
| 1910 | |||
| 1911 | |||
| 1912 | |||
| 1913 | |||
| 1914 | |||
| 1915 | |||
| 1916 | |||
| 1917 | |||
| 1918 | |||
| 1919 | |||
| 1920 | |||
| 1921 | Miss Madeline Nichols | Monroe, OR | |
| 1922 | |||
| 1923 | Miss Katherine Kubli |  | |
| 1924 | Miss Eleanor Holman | ||
| 1925 | Miss Mary Bullock | ||
| 1926 | Miss Helen Gray Gatens | ||
| 1927 | Miss Margaret Gadsby | ||
| 1928 | Miss Virginia Fendall | ||
| 1929 | Miss Florence Mae Miles | ||
| 1930 | Miss Marjorie Dana |  | |
| 1931 | Miss Elizabeth Scott |  | |
| 1932 | Miss Mai Louise Dolph | ||
| 1933 | Miss Bertha Slater Smith |  | |
| 1934 | Miss Barbara Ritchie Honeyman |  | |
| 1935 | Miss Marjorie Stark Seiple | ||
| 1936 | Miss Betty Lou Swart |  | |
| 1937 | Miss Lilas Laveme Todd | ||
| 1938 | Miss Harriet Lupton | ||
| 1939 | Miss Barbara Pittock |  | |
| 1940 | Miss Betty Bean | ||
| 1941 | Miss Barbara Starkweather |  | |
| 1942 | Miss Dorislee Riley |  | |
| 1943 | Miss Marilyn Truby Crawford | ||
| 1944 | Miss Margaret Grasle |  | |
| 1945 | Miss Eleanor Anne Steele |  | |
| 1946 | Miss Nancy Gordon Starkweather |  | |
| 1947 | Miss Elesa Scott Keeney |  | |
| 1948 | Miss Julie Holman Shafer | ||
| 1949 | Miss Mary Elizabeth Meek | Portland, OR |  |
| 1950 | Miss Genevieve Colton |  | |
| 1951 | Miss Carol Skinner |  | |
| 1952 | Miss Janice Taylor |  | |
| 1953 | Miss Louisa Bookwalter |  | |
| 1954 | Miss Gertrude Ann Sawyer |  | |
| 1955 | Miss Marilyn Louise Hewitt |  | |
| 1956 | Miss Janet Moore | ||
| 1957 | Miss Karen Charlene Young | ||
| 1958 | Miss Linda Lee Loomis |  | |
| 1959 | Miss Helen Mar Meek | Portland, OR |  |
| 1960 | Miss Patty Lee Dickenson | ||
| 1961 | Miss Audrey Amst | ||
| 1962 | Miss Ruth Embree | ||
| 1963 | Miss Suzanne Hudson | ||
| 1964 | Miss Judy Timmen | ||
| 1965 | Miss Deborah Ann Pulliam | Gresham, OR |  |
| 1966 | Miss Judy Ann Schrunk | Portland, OR |  |
| 1967 | Miss Mary Jo Pfeffer |  | |
| 1968 | Miss Melinda Loeding Martinson |  | |
| 1969 | Miss Heather Burns |  | |
| 1970 | Miss Jeanette C. Doughty |  | |
| 1971 | Miss Marcia Lynn Jory | Portland, OR |  |
| 1972 | Miss Alice Elizabeth Hartness |  | |
| 1973 | Miss Linda Faith Irwin |  | |
| 1974 | Miss Nancy Elizabeth Newell |  | |
| 1975 | Miss Corinne Alyce Huffman | Milwaukie, OR |  |
| 1976 | Miss Cheryl Cutsforth |  | |
| 1977 | Miss Janell Fisher |  | |
| 1978 | Miss Norma Mclean |  | |
| 1979 | Miss Valerie Susanna Hill |  | |
| 1980 | Miss Hazel Moore | ||
| 1981 | Miss Myrrhina Wheeler |  | |
| 1982 | Miss Suzanne Peterson |  | |
| 1983 | Miss Elizabeth Burrell |  | |
| 1984 | Miss Elizabeth Milbrath |  | |
| 1985 | Miss Jane Bessonette |  | |
| 1986 | Miss Rhonda Studnik |  | |
| 1987 | Miss Jeanette Mae Yerion |  | |
| 1988 | Miss Yvette Marie Lorenz |  | |
| 1989 | Miss Johnna Chambers | Beaverton, OR | |
| 1990 | Miss Megan Mari Crisp |  | |
| 1991 | Miss Jennifer Anne Weston |  | |
| 1992 | Miss Michelle Cusick |  | |
| 1993 | Miss Shaena Meek |  | |
| 1994 | Miss Celina Lorenz |  | |
| 1995 | Miss Lisa Burns |  | |
| 1996 | Miss Tristan Heather Sharp | ||
| 1997 | Miss Amanda Jordan | ||
| 1998 | Miss Jessica Jill Gruis | ||
| 1999 | Miss Breeanne Maloney |  | |
| 2000 | Miss Mary Elisabeth Miller | Enterprise, OR |  |
| 2001 | Miss Alexandra Gay |  | |
| 2002 | Miss Alexandra Gay | ||
| 2003 | Miss Whitney Kirk |  | |
| 2004 | Miss Whitney Kirk | ||
| 2005 | Miss Megan Renee’ Ohlson |  | |
| 2006 | Miss Meghan C. Frazier |  | |
| 2007 | Miss Erin Margaret Davey | West Linn, OR |  |
| 2008 | Miss Kala Nicole Talbott | Amity, OR |  |
| 2009 | Miss Ellynn R. Ackerlund | Hillsboro, OR |  |
| 2010 | Miss Summer P. Jette-Gray | Portland, OR |  |
| 2011 | Miss Adriane Elizabeth Davey | West Linn, OR |  |
| 2012 | Miss Mary Ellen J. Hoeffner | White Salmon, WA |  |
| 2013 | Miss Bethany R. Janzen | Happy Valley, OR |  |
| 2014 | Miss Miranda Davey | West Linn, OR |  |
| 2015 | Miss Miranda Davey | West Linn, OR | |
| 2016 | Miss Abigail Walker | Hood River, OR |  |
| 2017 | Miss Abigail Walker | Hood River, OR | |
| 2018 | Miss Grace Irving | Tigard, OR |  |
| 2019 | Miss Natalie Dueltgen | Portland, OR |  |
| 2020 | Miss Alleyann Farnsworth | Gresham, OR |  |
| 2021 | Miss Alleyann Farnsworth | Gresham, OR | |
| 2022 | Miss Julia Richards | Portland, OR |  |
| 2023 | Miss Julia Wilson | Beaverton, OR |  |
| 2024 | Miss Baily Dueltgen | Portland, OR | |