I kind of just want to move into the Hotel Ruby Marie. I liked it that much.
It may not be a typical five star experience kind of place and it truly may only be five stars to me because I like staying in places that I think are:
a) possibly haunted
b) possibly decorated with furniture and photos from the turn of the (20th) century
c) run by some of the nicest people around
I stayed in a gargantuan room for a very reasonable rate. Not only did I have a king size bed, I had a heart shaped jacuzzi tub that I could almost swim in and a little dining area. Breakfast was even included! (Not in my room though, it was in a common area.)
The hotel is located above a bar which is convenient and they offer room service if you want. I didn't have a chance to try it as I was in and out of there, but rest assured fried cheese curds ARE on the menu.
I would be totally happy to stay at Hotel Ruby Marie exclusively on my trips to Madison, but be aware it's more like staying at a hotel run by your very friendly grandma and not by Mr. Hilton.