2008 Contestants Andrea Tolisano Miss Coldwell Banker Caitlin Bramucci Miss Johnson, Dowe, Brown & Barbarotta Carly Devito Miss Hair Dresser on Fire Ellen Pudney Miss Bill Selig Jewlers Emma Higgins Miss Dugdale Plumbing Jesalyn Dvorak Miss Windsor Jaycees Joselyne Carrasquillo Miss Unuin Street Tavern Katherine Kerr Miss Brown's Harvest Kelsey Komp Miss PC Development Laurel McKiernan Miss Jordan Florist Melanie Carter Miss Cutting Edge Michell Berman Miss Bart's Drive-In Sarah Coppola Miss Brookman Plumbing Sinead Coleman Miss Windsor Lions Club