Morrus: I live in NYC (downtown Manhattan to be precise). I'd offer the following pieces of advice:
As others have said, accomodation in New York, particularly in Manhattan, is criminally expensive. Unless you stay at a youth hostel or an extremely cheap hotel, you're talking a boatload of money for a week. IIRC, your planned trip is right in the middle of tourist season as well, so you're talking rather inflated prices.
The Chelsea Star and Off Soho actually aren't bad bets. Another good option for a (comparatively) inexpensive hotel is the Washington Square Hotel, on Waverly Place. You should be able to find it on
http://washsqhotel.citysearch.com . Rooms there typically run around $120 a night, and the hotel is both nice and very central.
From the list posted by PA, I'd go with the Hostelling International Hostel, the Chelsea International Hostel, or the 92nd Street Y. The others are rather dismal, and some are in not-so-great locations.
Also, if you're willing to splash out a bit more, go to
www.newyork.citysearch.com and check for daily-weekly hotel specials. You may find a good deal at a decent (three-star) hotel.
If you are only visiting New York and Boston, DO NOT RENT A CAR for that leg of your trip. It absolutely is not worth having a car in NYC, and the bus or train will do you fine to Boston. Renting a car to get out to Milwaukee might be fun, but you should do this either from Boston or rent through a company at Newark Airport (it'll be cheaper than renting in town, and you can take the AirTrain to the airport to pick up your car).
If you need anything while in town or are having problems securing accomodation, feel free to e-mail me at
msubbarao@bdlaw.com . If accomodations fall through, I know someone who rents guest apartments and who might be able to cut you a deal.
Finally, if you're in need of a guidebook, I recommend the
Time Out: New York guide and the American Institute of Architects'
Guide to Buildings in New York. These are the only two you'll need. Also, pick up a copy of
Time Out NY magazine the week before coming into town; there's always a HUGE amount of stuff going on and it's good to sort out a bit of your itinerary beforehand.
Cheers!