Annual Pageant


The 37th annual Miss Leesburg Scholarship Pageant will be

September 23, 2023 at Leesburg High School.



Teen Miss Meghan Boliek, Little Miss Abby Carlton, Miss Leesburg Lily Boliek, Tiny Miss Carleigh Smith and Junior Miss Shaylin Shumate




Our second 5 time winner in the Miss Leesburg Program is Jenna Croft.  Thank you, Jenna for your support through the years. It means a lot!  We are very proud of you and all you do for the City of Leesburg.  You will always be a special part of the Miss Leesburg Program.  Congratulations!


Congratulations to Taylor Cavender, Miss Leesburg 2011, for winning all 5 age divisions of our pageant.  Taylor is very special to this organization and has given 5 years of volunteer community service to the City of Leesburg.  Thank you, Taylor, for your love and dedication to the                              Miss Leesburg Program.






Kim Polk Ford, Miss Leesburg 1986 crowned Taylor Cavender, Miss Leesburg 2011 at our 25th Anniversary Pageant.


Our pageant staff :


Linda Watts, Director

Rayna Moore – Emcee and Assistant

Kellie Singer – Stage Manager

Miss Daisy´s – Set Design and stage decorations

Allen Watts – Sound

Susan Rixie – Tickets and Contestant´s Interview Chairman

Shannon Schell and Sandra Prather – Auditors

Jackie Johnson – Backstage Hostesses

Serita Morgan - Dessing Room Hostess 

 Some of these have been with us for 35 years! 









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