Regarding fraternization... I have gone out to lunch and dinner, and also gone skiing with hotel employees on numerous occasions and they never eluded that it was inappropriate or that it would jeopardize their job. I have been frequenting this hotel for 150+ nights over 10 years and many of the people there I consider friends, and there has never been any flirting invloved.
aaupgrade - are we truly comparing apples and apples here? your situation sounds totally different than (that of) the original OP's - for one thing, there was no flirting!
Your situation sounds like one of mature individuals making friendly decisions over time, not "it's my last night, let's go get a drink". Please.
I have never known a hospitality location NOT to have a fraternization policy. Where and why it is enforced seems to be "management decision" - perhaps unfair, but like so much of life...............
It does not appear that the employees in your hotel have fear of policy consequences because they are acting in a responsible, adult manner towards a guest......not getting so distracted that it is costing the property $100 and discussing possible harrassment proceedings -