In the brief time I‘ve been in, I‘ve slept in a wide variety of places...
Armoury classroom -- That was warm, but crappy as it was full of burping, farting, stinking bodies and the steam radiator heating made all sorts of noise all night.
Borden bunkers -- That was ok, the rooms were smaller, so you could reasonably kick out the idiots or at least threaten them with horrible harm if they kept you awake. QUite cosy.
Meaford shacks -- A pain to keep tidy "to the standard" but otherwise very comfy.
Mod tents (winter) -- Garbage. Why bother? They ain‘t warm.
Mod tents (summer) -- God, don‘t remind me!! Aaagh! Easier to keep tidy than the shacks at least.
Arctic tent -- Warm, but crowded. Overall not a bad place to be in the field.
Hooch -- I made an awesome hooch on the milcon this year, and with only one half-shelter. That, and the air mattress, and the sleeping bag kept me very comfy for the whole week. On the last night, I had already taken down the hooch, so I slept in just the sleeping bag and air mattress with a bug bar over top.
Hooch, Version 2 -- The night we went and did the live fire, we set up in the woods near DZ Anzio at Pet (milcon still). It rained, the only time all week, and me and my fire team partner had set up our hooch in the dark with no clue how the thing looked. Needless to say, we almost floated away, we got so wet. Last time I try a two man hooch.
Trench -- I had a trench to sleep in several times, sans sleeping kit. This was horribly uncomfortable. I would rather stab myself in the eyes with sticks all night.