Piggy-backing on Sterling’s post about emotional dressing here:
What about emotional dressing and packing? If you’re going on a trip of several days of similar activities, you can take a mix & match capsule and pull out what feels right each day. Angie does this when she visits her dad. But when you have several different things planned, and just one of each, that won’t work. How do you allow for emotional dressing for the meeting, the fancy night out, the hike, and the walking tour of the old city if you have to pack for all of them in one suitcase? This tends to be what trips me up—instead of matching outfits to activity (or in addition to that) I tend to throw in a different top or dress “just in case” I might prefer it on that day.