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Miss Massachusetts USA 2023 Annika Sharma
Miss Massachusetts Teen USA 2023 Yanelyn Quintana
Miss Massachusetts USA 2022 Skarlet Ramirez
Miss Massachusetts Teen USA 2022 Jillian Driscoll
Miss Massachusetts USA 2021 Sarah DeSouza
Miss Massachusetts Teen USA 2021 Shannon Malloy
Miss Massachusetts USA 2020 Sabrina Victor
Miss Massachusetts Teen USA 2020 Annika Sharma
Miss Massachusetts USA 2019 Kelly O'Grady
Miss Massachusetts Teen USA 2019 Annie Lu
Miss Massachusetts USA 2018 Allissa Latham
Miss Massachusetts Teen USA 2018 Lexi Woloshchuk
Miss Massachusetts USA 2017 Julia Scaparotti
Miss Massachusetts Teen USA 2017 Caitlyn Martin
Miss Massachusetts USA 2016 Whitney Sharpe
Miss Massachusetts Teen USA 2016 Alexis Frasca
Miss Massachusetts USA 2015 Polikseni Manxhari
Miss Massachusetts Teen USA 2015 Sophie Baird
Miss Massachusetts USA 2014 Caroline Lunny
Miss Massachusetts Teen USA 2014 Bailey Medeiros
Miss Massachusetts USA 2013 Sarah Kidd
Miss Massachusetts Teen USA 2013 Madyson Milordi
Miss Massachusetts USA 2012 Natalie Pietrzak
Miss Massachusetts Teen USA 2012 Jordyn Jagolinzer
Miss Massachusetts USA 2011 Alida D'Angona
Miss Massachusetts Teen USA 2011 Kay Tetreault
Miss Massachusetts USA 2010 Lacey Wilson
Miss Massachusetts Teen USA 2010 Brooke Bibeault
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