1) Make a list. I am all about lists! Whenever I go on a trip, lists help me pack just enough and not over pack, especially by writing down which outfits I am going to wear each day. I use this printable packing checklist from Emily Ley.
2) Check the weather. This seems silly, but it's nice to know what the weather is going to be like wherever you are going. I've found that layers are very important, especially when the air is freezing one day and toasty the next.
3) Have an idea about what you are doing. For example, I am going shopping with my grandmother today. Slipping in and out of clothes can be a pain, so I am going to wear a warm-winter dress with boots so that it is easy to slip on and off in the dressing room.
4) Pack two nights before. Typically, I make a list a week before I plan on leaving for my trip. Then, I try to pack at least two nights before I leave for my trip. I lay out my outfits that are on my list and spread everything out on my bed. I use a Vera Bradley duffle bag for my clothing as well as a Longchamp tote for all of my accessories. Their straps make them easy to carry in and out of places.
What are your favorite bags to pack in?