Miss Massachusetts Teen USA

2021

Shannon Malloy

2020

Annika Sharma

2019

Annie Lu

Top 15 at Miss Teen USA

2018

Lexi Woloshchuk

2017

Caitlyn Martin

2016

Alexis Frasca

2015

Sophie Baird

4th Runner-Up at Miss Teen USA

2014

Bailey Medeiros

Top 15 at Miss Teen USA

2013

Madyson Milordy

2012

Jordyn Jagolinzer


2011

Kay Tetreault


2010

Brooke Bibeault


2009

Katie Vatalaro

Top 15


2008

Caroline Lunny


2007

Katie McNiff


2006

Caroline Caruso


2005

Alison Cronin


2004

Allison Bodwell

3rd Runner-Up


2003

Jacqueline Bruno


2002

Amanda Birdsell

2nd Runner-Up


2001

Marianna Zaslavsky


2000

Monique Jones


1999

Jill Donahue


1998

Susie Castillo

Semi-Finalist


1997

Jessica Gregory


1996

Maria Menounos


1995

Erika Ewald


1994

Michelle Ann Neves


1993

January Newcombe


1992

Victoria Grinder

Semi-Finalist


1991

Erinn Bartlett

Semi-Finalist


1990

Nina Cammarata


1989

Molly Rihm


1988

Alicia Gawrys

Semi-Finalist


1987

Kristen Mastroianni


1986

Michelle King


1985

Maria English


1984

Shauna Pemberton


1983

Christine Lawlor