Well after 100-150+ stays, there have been a few hiccups, but most I can chuckle over now. There was the time that the valet lost my car for 2 days, or the time that I took a last minute trip tacked on to a business trip and mailed some vacation clothes ahead. The hotel didn't accept the package, and I was left with black suits for a 3 day trip until I could go buy something to wear. Best oops though happened at a value resort several years ago.
I had a one night reservation, moving offsite the next day. Checked in early around 7am, and went to my room. On leaving my room, I left my key inside, and immediately went to the desk to get a new key, realizing that they would escort me to the room to check my ID to verify that I should indeed have access. I received the escort, but nobody checked my ID, which is not a good guest security policy.
On returning to my room later that day, I had several messages which were not for me. This often happens at Disney resorts, and I chalked it up to confused family members dialling the wrong room number.
Around 11pm I was awakened by a family trying their key in my door, which also happens quite often. I waited for them to realize that they had the wrong room, but it became apparent by their loud voices that they were checking in, and that their key packet did indeed list my room number. I turned on the light so that they could see that someone was inside.
Instead of leaving to return to the desk and get a new room assignment, this family appeared to go crazy, shouting, pounding on the door and window, and actually seeming to throw their suitcases at the door. At this point I called the operator to request security come and remove them, as I was not about to open my door to this group.
The operator called me back less than a minute later, and said 'Ms XXX I'm going to stay on the line with you until security arrives - I can hear them shouting and I am concerned for your safety. Please don't open the door' At that point, I thanked her and said, 'I am not Ms XXX, and by the way, I had several messages for her earlier' The operator looked up my name, and the computer showed that I had checked in at 7am, but someone had checked me out at 11am (the time that I went to get a key for my room). Together, we determined that the front desk had mistakenly checked me out, and mistakenly checked the previous occupant of the room back in.
All this time, the family is still going crazy outside, and I finally hear security arrive. The operator tells me that she is going to hang up now, and will sort out with the front desk about having my name on the account.
Well, the familiy is escorted away, but now there is new pounding on my door. It's the night manager! He wants me to get dressed and come to the front desk and explain myself, since I should not be in that room!! Since it's now around midnight, and it is apparent that the front desk has created this situation by mistakenly checking me out and checking a previous guest back into the room, I refuse to go to the desk to deal with this. The night manager leaves, angry with me, and I try and go back to sleep.
The next morning I went and asked for the manager on duty. When I introduced myself, she said very sheepishly that she had just been reading the night manager's report, and realized what had happened. They did invite me to stay one more night with them, at no cost.
During my years as a manager in the front office of hotels, I saw this happen on occasion (checking a guest out in error, and checking someone else into the room) That helped me to figure out what had happened in my situation, and made it easier to accept. Mistakes do happen, and even Disney does make them! But I could definitely have done without all of the banging and pounding in the night, and it was sad that the night manager contributed to the situation rather than trying to solve it.