Earles ... Jackson Stewart Vanessa Williams Billy Ray Cyrus ... Robby Stewart Mitchel Musso ... Oliver Oken / Mike Standley III Moises Arias ... Rico Dolly Parton ... Aunt Dolly Stewart Adam Gregory ... Drew Lucas Till ... Travis Brody Barry Bostwick Margo Martindale ... Ruby Vicki Lawrence ... Mamaw Stewert Beau Billingslea ... Mayor Frances Callier ... Roxy Dani Miura ... Sweet 16 Party-Goer Emily Reaves ... Cindy-Lou GJ Tiari ... Lily's Friend Michael Cornacchia ... Security Guard Gary ...
