I finally have something to report!
Hyatt Regency, downtown Milwaukee, seventh floor - one copy of Penthouse Letters under the bottom drawer. Also, oddly enough, the Gideon Bible has been stabbed numerous times.
I'm traveling with two coworkers, and I'm glad I found something after telling them about this game. Their rooms were clean, except for crumpled kleenex/toilet paper on top of the bathroom ceiling tiles in one room that I wasn't about to touch.