A hotel I booked before I learned to choose a real hotel chain and think about the surroundings and look up other opinions.. I stayed at the Days Inn near the racetrack in Cleveland, OH once.
Now, I've been through Times Square many a times before it was 'cleaned up' but I've never seen so many hookers in my life. I think I was the only guest there for a whole, very uncomfortable, night, and after taking a shower you felt more dirty than when you started.
Still sends shivers down my spine. My wife was there with me, and to this day I always tell her "well, at least it's not the Days Inn in Cleveland"