Take the day dress and dress it up for a "fancier" evening. Heels are optional, but go with something strappy and sexy to uplift the dress. Hair's gotta be a simple updo to disguise the fact that you've been wearing a hat all day ;-)
Pair a classy camo tank with your cowboy hat for a dressier version of you. A comparable pair of frames can be found at Wal-Mart, but I would totally invest in the bag (I have one and adore it) and the bracelet.