In all my years of attending, there has always been 4 or less of us going together. This year there is the potential to have a 5th person. Has anyone put 5 in a single room before? Is that an acceptable limit to the hotel or do you have to hide the 5th person? I just want to be sure I can go and enjoy my con and not be constantly worried the hotel will discover we have 5 people and it cause an issue. Thank you for any information or advice!

Get a room that sleeps 5. If you plan on hiding extra people, please don't. There are room capacity limits for a reason. 

What types of rooms sleep 5? 
 

A suite with two double or queen beds would sleep 5 easily with no one on the floor (if you don't mind sharing beds), since the living room area of the suites normally has a sofa bed.
 

"5 People in a Room" often explores dynamics, interactions, and the diverse perspectives individuals bring to a shared space. winpkrapk.com .Thanks for your information.

You are worried about 5 in a room? It was either 2006 or 2007 when a bunch of my Old Guard crew stuck 16 guys in a 2 Queen room. Yes you read that right. 

For the record I was not a part of that debauchery. 

Years ago my Con Crew and I would jam 7-9 people into a room.  The hotel never knew as we listed 4 to the room and never allowed a cleaning crew into the room.   

No cleaning crew? I shudder to think what that bathroom must have smelled like by the end of the con....