I LOVE traveling but there always seems to be a part of my brain that shuts down when I’m trying to pack ALL of my clothing options into a suitcase. I’m a habitual overpacker because I tend to want to be prepared for any fashion emergency. My trip to the Pocono Mountains presented a packing challenge. I needed to fit ALL of my clothing options in one carry on suitcase. My challenge was that I didn’t want to pay the extra baggage fee for a 4 day trip. I’ve always previously driven to winter destinations so that I could overpack without limits but this trip was not an enjoyable driving distance for my time constraints.