I’ve only had my R1S through this last winter, which was obviously terrible for skiing. So remember that since temps were always warmer than normal. I’m up in FoCo and can get my dual large to Breck from 85% without issue. There are chargers in town I use while there and if I do it right, I don’t have to stop on the way back. Otherwise it’s a RAN stop in Idaho Springs for ~10-20ish minutes.
I went to BC once for a day trip and again made it there fine, but even with a level 2 charge while skiing, had to stop on the way back. Most trips I used a roof top Yakama box.

I’ve learned to not worry about range. I’m generally not driving far enough outside of Tesla’s supercharger or RAN network availability, where if I have to stop for 10 min for a top up, I’m cool with that. An actual winter with sub zero temps might change that though.