Peter BOSCO'S
Adventurer
Something else to consider is that most parties have someone on watch at all times. In my groups this is usually split up into four two hour watches. If there is going to be a nighttime random encounter I usually roll to see which watch it will be on. If the encounter is on the first or fourth watch than anyone standing those watches can still get a full long rest (at least six hours sleep), before or after the fight, while the other three watches may need to adjust their plans. (It's different for Elves, Warforged, etc, of course.)
I usually don't have a second encounter in the same night but it can happen if some of the monsters in the first fight escape and come back with reinforcements.
I usually don't have a second encounter in the same night but it can happen if some of the monsters in the first fight escape and come back with reinforcements.