Never had any problems as such, was almost caught out on my first visit to a hotel though (which incidentally is really close to my house, like a few streets away). WG text me from the carpark to go through front door, passed reception and turn left. So that's what I did and I end up in an empty disused bar area. Great, so back to the main reception pretending to be on my phone and try going right instead (in case she had got it wrong). Nope, that's an in use bar. Brilliant, so I decide to head outside back to the car and call her, which means going back past the front desk again. Naturally the receptionist has seen me going here there and everywhere and asks me if I'm okay and do I need any help. Had to make up some bullshit about not being able to get signal on my phone inside and that the mrs is moaning (pointing to phone). Probably didn't buy it, but when I'd got the actual directions and went back in again, she didn't say anything.
Another hotel (that didn't involve a front desk), I left the room only to find a maid cleaning out the room opposite, and we met face to face in the narrow corridor. She looked me up and down and said "Hello" to me, so I said "afternoon" and strolled off.
Punting a private flat on a busy main road in Golders Green (right next to Golders Green station) and I'd been directed to a fruit and veg shop on the main road, with instruction to call her when I'm there. Soppy tart doesn't pick up! So cue me prancing about on the street trying to get through on the phone. she eventually answers and tells me it's door number whatever directly across the road - right next to a coffee shop with people sitting outside on the pavement drinking expresso's and the like. So I cross the road and ring the bell expecting she'd be waiting at the door - nope! Now I have to stand there for what feels like forever, but in reality was probably less than 10 seconds, wondering if everyone is bogging at me.
On the whole I don't really care. I don't often punt in my own town (mainly because there's fuck all here), so as long as I'm not getting confrontation and/or having to explain anything, I don't really care if people do know why I'm there, to be honest