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What dst said about autographs. I've never tried it but it seems an option. If that doesn't work, try the Milan Point shops for autographed jerseys.
As for hotels...how much are you willing to spend and where in the city do you want to stay? Milan is not a cheap place hotel-wise. I can make a couple of recommendations though.
If you want to stay downtown, there's Hotel Star in the ~100 euro range and Hotel Spadari and Hotel de la Ville in the ~200+ euro range. (De la Ville is around the corner from one of the Milan Point shops.) Hotel Oro Blu is closer to San Siro and quite affordable but it isn't /that/ close to the other touristy stuff.
One more note: if you're going in summer, be very sure you have air conditioning in your room. It gets hot!
A lot of the touristy things are within walking distance of the Duomo (cathedral). For nightlife, there are the Brera and Naviglio districts.
This post has been edited by Tennie: May 8 2007, 12:56 PM
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