Depending on the neighborhoods you're trying to visit, you may have some serious issues parking. Just look at the signs around you. The tow trucks come quick and often. They will rape for for every last dollar in your pocket to get your car back. If you're only staying downtown, stay at a place like the Palmer House Hilton where they have a huge parking garage that you get a discounted rate on if you stay there. I would recommend walking or taking a cab to most places if they're within 5 miles. Parking is big money most places you would want to sight-see at.