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Help plan European trip for mom and 16 y.o. daughter

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My daughter and I have travelled extensively in Asia, thanks to frequent flyer miles and modest hotel costs. I have been to most of Europe many times, but that was many years ago when I didn't mind long, uncomfortable flights, multiple awkward connections, and cheap hostels. Once my daughter is old enough to travel independently, she might give that a try, but in the meantime, we really want to go to Europe together and I would like to make her first trip to Europe comfortable for both of our sakes. We have thought of the obvious choices: Paris, London, Venice, because she is excited about going there, and I agree they are wonderful for a first trip.
There are certain constants we have to deal with, of course. I would appreciate any advice! Since my daughter is in high school and I also work in public schools, we are limited to specific vacation times. Sadly that means more expense, crowds, and less than ideal weather. We can go for the last week of March in 2012 (happens to be the week leading up to Easter - not an issue for us but probably will have an impact wherever we visit - OR we have time during the summer between the 3rd week of June and 3rd week in August - maybe 2 weeks at that point. Money is certainly a factor but I have not worked out my budget yet. My inclination is to go to one city, spend more on hotels and possible day trips, and not budget for travel except between the US and .... Wherever!
So - any thoughts for the best destination during school breaks, either in late March or the heat of the summer? Any great neighborhoods you would recommend? I will write in with more specific questions once I figure out where we are going!

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