Little Miss Headland 2009-2010 – Madelyn "Maddie" Steele won the title on the 50th anniversary of the pageant. She won the Interview, photogenic and best dress awards in the 2009 pageant and in the Little Miss National Peanut Pageant she won Little Miss Congeniality. Maddie is the daughter of Jason & Katie Steele and the granddaughter of Denny & Jane Steele (Abbeville) and Jack & Dinah Watford (Headland).

Trivia: Her sister, Macy Kate Steele, was named 1st runner up in the 2018 Little Miss Headland pageant and is the current 2018 Little Miss Henry County.

Middle photo is by Studio Envogue. Right photo was for the Little Miss Peanut Pageant Program.

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