Are You Next?!

To find out more about how to become the next Miss Monticello, click here

• 2025: Karrington True, Lexington
  

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• 2024: Adysin Donk, Hebron
  

• 2023: Chapel Tinius,
  Bowling Green
  
  2nd Runner-Up
  Preliminary Talent Award
  1st Runner-Up Quality of Life

• Miss Kentucky 2024

• 2022: Molly Sullivan, Campbellsville
  
  Non-Finalist  Interview Award

• 2020-2021: Chapel Tinius, Bowling Green
  
  1st Runner-up
  Preliminary On-Stage Interview Winner
  Quality of Life Finalist
  Newcomer Award
• America's Sweetheart - 3rd Runner Up
• Miss Kentucky 2024
  

• 2019: Carolina Ford, Bowling Green
  
  Top 8 Finalist
  Runway Model Award

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• 2018: Yulia Perevozchikova, Morehead
  
  4th Runner Up
  Preliminary Talent Award
  Newcomer Award
  Academic Award

• 2017:Susanna White, Lexington
  
  Preliminary Talent Award
  Top 11 Finalist

• 2016: Dakoda Trenary, Owenton
  
  Top 11 Finalist

• 2015: Madison McCowan, London
  
  Top 13 Finalist

• 2014: Kiley Brennan Shuffett, Greensburg
  
  Top 13 Finalist

• 2013: Miranda Buchanan, Frankfort

• 2012: Annie Franklin, Winchester
  
  Preliminary Swimsuit Winner
  3rd Runner Up

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• 2011:Shaina Esser, Louisville
  
  Top 12 Finalist

• 2010: Ann-Blair Thornton, Bowling Green
  
  1st Runner Up
  National Sweetheart 1st Runner Up
  Preliminary Evening Wear Winner at National SweetHeart             
  
  MISS KENTUCKY 2011

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• 2009: Kelly Casey, Nicholasville
  
  Top 10 Finalist

• 2008 Hannah Herald, Lexington

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• 2007 Kaitlynne Postel, Lexington
  
  MISS KENTUCKY 2007
  

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• 2006: Anne Clair Correll, Somerset
  
  Preliminary Talent Winner
  Top 10 Finalist

• 2005: Sarah Billiter, Pikeville
  
  Top 10 Finalist

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• 2004: Lindsay Block, Bardstown
  
  Top 10 Finalist

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• 2003 MacKenzie Mayes, London
  Preliminary Swimsuit Winner
  Community Service Winner /
  Quality of Life Winner
• MISS KENTUCKY 2003
  Miss America NonFinalist Talent
  1st Runner Up - Quality of Life 

• 2002: Bethany Moore, Monticello
  
  Preliminary Swimsuit Winner
  3rd Runner-Up 

• 2001: Kari Lee Rustay, Nicholasville

• 2000: MacKenzie Mayes, London
  Community Service Winner
  1st Runner-Up
• NATIONAL SWEETHEART WINNER
  Preliminary Swimsuit Winner at National Sweetheart
  Preliminary Evening Wear Winner at National Sweetheart

• 1999: Tonya Ramsey, Monticello
  
  Non-finalist Interview Winner

• 1998: Beth Sweeney, Liberty
  
  Top 10 Finalist

• 1997: Robin Litteral, Corbin
  
  Community Service Winner
  Top 10 Finalist

• 1996: Chera-Lyn Cook, London
  
  Preliminary Talent Winner
  Top 10 Finalist 
  
  MISS KENTUCKY 1998

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• 2025: Turner Reynolds, Versailles
  
  

• 2024: Molly Sullivan, Campbellsville
  
  2nd Runner-Up
  Quality of Life 1st Runner Up
  AHA Overall Fundraiser
  Marketing Award  

• 2023: Karrington True, Milton
  
  Top 12 Finalist
  Quality of Life Finalist
  

• 2022: Jazzlin Hamilton, Louisville
  
  3rd Runner-Up
  Preliminary On-Stage Interview Award

• 2020: Makayela Banks, Somerset

• 2019: Karrington True, Milton
  
  Image Runway Model Award

• 2017: Charlee Shaefer, Maysville
  
  Preliminary Talent Award
  Non-Finalist Talent Award

• 2016: Molly Matney, Edmonton
  
  Top 11 Finalist
  
  MISS KENTUCKY 2017

• 2011: Jefra Bland, Campbellsville
  2nd Runner Up

• 2010: Elizabeth Ellis, 
  Campbellsville

• 2008: Elizabeth Hood, Corbin
  
  Preliminary Swimsuit Winner

• 2007: Katisha Pickrell, Monticello

• 2006: Ean Whitney Cox, 
  Lancaster

• 2005: Rebecca Dishman, Monticello

• 2019:Jazzlin Hamilton, Louisville

Are You Next?!

To find out more about how to become the next Miss Monticello's Outstand Teen, click here

• 2025: Ella Mattingly, Winchester
  

• 2024: Anyslee Ellis, Harrodsburg
  
  Spirit of Miss Kentucky's Teen Award

• 2023: Aileen Conner, 
  Top 8 Finalist
  
  4th Runner-Up
  Preliminary Talent Award
  Newcomer Award
  

• 2022: Emma Hackworth, Winchester
  
  4th Runner-Up
  1st Runner-Up Quality of Life

• 2020: Brooklyn Roller, Bardstown
  
  1st Runner Up -Quality of Life 
  Top 11 Finalist 

• 2019: Makayla King, Winchester
  
  1st Runner Up
  1st Runner Up - Quality of Life

• 2018: Reagan Earlywine, Paris
  
  2nd Runner Up
  Talent Preliminary Award

• 2017: Turner Reynolds, Versailles
  
  Preliminary Evening Wear Award
  Top 11 Finalist

• 2016: Reagan Earlywine, Paris

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• 2015: Chapel Tinius, Bowling Green
  
  4th Runner-Up
  Preliminary Talent Award
  Laura Hancock Instrumental Talent Award
  Overall Talent Winner                               
• MISS KENTUCKY'S OUTSTANDING TEEN 2016

• 2014: Makayela Banks, Somerset

• 2013: Laura Hancock, Somerset
  
  Preliminary Talent Award
  Preliminary Fitness Award             
  First runner-up Quality of Life        
• MISS KENTUCKY'S OUTSTANDING TEEN

2012: Abigail Stanley, Grayson

• 2011: Kathryn Robinson, Russell
  
  Top 12 Finalist

• 2010: Aleigh Oney, Grayson
  
  1st Runner Up
  Community Service Award

• 2009: Emily Eicher, Monticello
  
  Nonfinalist Talent Award

• 2008: Katie Himes, Cynthiana

• 2007: Kayla Allen, Monticello

• 2006: Emily Eicher, Monticello       
  
  Nonfinalist Talent Award

• 2005: Leslie Dobbs, Monticello

• 2004: Katisha Pickrell, Monticello
  
  Top 10 Finalist

• 2003: Natalie Denney, Monticello

• 2002: India Hammond, Monticello

• 2001: Natalie Brown, Monticello
  
  1st Runner Up

• 2000: Rebecca Dishman, Monticello

• 1999: Jennifer Lewis, Monticello

• 1998: Bethany Moore, Monticello

2024: Lacy Parnell, Monticello

Non-Finalist Talent Award 

• 2020 & 2021: Anneli White, Shelbyville
  
  Quality of Life Winner
  Top 11 Finalist

• 2018: Joanna Clark, Lexington
  
  Preliminary Gown Winner
  Quality of Life Award
  Laura Hancock Instrumentalist Award                                            
• MISS KENTUCKY'S OUTSTANDING TEEN

• 2017: Alley Alred, Harlan
  
  Top 11 Finalist

• 2015: Callie Halsey, Georgetown

• 2014: Molly Dalton, Monticello
  
  Non-Finalist Talent Award
  Laura Hancock Instrumental Talent Award
  Community Service Award

• 2013: Talia Horn, Harrodsburg
  
  Top 12 Finalist

• 2012: Molly Dalton, Monticello