Such a good question and sadly not one I've mastered except I plan my spend much differently depending on if I go to a NA local for a fun afternoon v an overnight trip to a destination casino.
I look at destination visits in terms of total spend, hard to articulate but my goal is to spend no more than a certain amount over my stay. That doesn't calculate so well to BR that I bring. My target loss for a destination visit staying multiple days is 2 grand, which includes room, food, entertainment and gambling.
Of course I always hope to beat that and come home on the plus side but I never count on that haha!