One of the advantages of not having many friends is that you can go just about anywhere without running into someone you know.

I've never worried about being recognized or seen, even on date nights with the ex-SB in downtown. (What I have worried about is having my car break down in a place I have no good explanation for being in -- like when I popped two tires on a curb visiting the ex-SB in Burleson. Thank goodness for AAA and a nearby tire shop!)
But I do understand that others may have legitimate concerns, and it's easier to justify being seen coming out of an office building or parking lot than an apartment complex or hotel. So, on balance, I think an office wins the maintains-anonymity-better argument.
As far as what's inside, the type of session has some bearing on what I might prefer. If WE are having fun, there's more flexibility in a bed than on a table, and that tends to suggest an apartment or hotel. If I'm there primarily to be taken care of, a table in an office is fine.
I may be leaning in the office/table direction anyway. The last few times I had sex, 25+ months ago, I noticed it was getting harder to achieve liftoff. In missionary, it was becoming WORK; on my back or sitting, with her in control, it just wasn't happening. I can't imagine things would be any better now. And I've noticed lately in my discussions with Hand Solo that I feel more fulfilled when I'm flat on my back, as opposed to, say, in the sitting position.
Obviously, if the lady wants me to shower and doesn't have a table suitable for that, she's probably not going to have one in an office. But if you start the day clean, generally, a little hot water, some soap and a washrag, along with some baby wipes for touch-ups, can address anything that's accumulated during the day.
Each has its pros and cons. As long as the location isn't in a rough part of town, I'm easy.