I was giggling when reading your post title. If it weren't for vacations, I wonder how many new spring and summer clothes I'd really have? I get the kids some new things for spring break, as now is the time I discover they've outgrown some shorts and tops and swimsuits. I always get a new swimsuit (even though it may be too cool for me in March) and maybe some capris and a top.
To me, it's part of the fun of getting ready for a vacation, plus you feel nice in a new outfit, don't you? I like to look nice on vacation (not fancy, but definitely nice) so I always try to do my hair color also right before we go.
It's easier to do it bit by bit for a couple of months ahead of time, as last year in December (oh, well 2008) we went to Disney and I discovered the day before that both my kids needed a sweatjacket, plus my DD needed shorts and a couple of tees, so I ordered from Hanna Andersson online and had it shipped directly to the resort overnight (it was in our room that afternoon that we arrived). I did have to pay about $30 or so total for shipping, but the clothes were needed and worn the whole trip, so it was worth it. I was glad to have done that!
Kids outgrow stuff way too quickly!