Don't know your budget, timeline, or how fancy you need to be but I've bought some decent deals on dress pants on sale at Kohl's and Target in the past. Costco actually has some decent pairs too.

WHO'S GONNA CARRY THE BOATS?!

I mean it'll be cold so do the standard checks on your car before you leave, but as far as conditions go the roads, especially 95, should be totally fine. I wouldn't expect much traffic on Christmas day but 95N beyond Fredericksburg is basically Russian roulette.

My father in law was born and raised in New England and loves talking about how people "down here" don't know how to drive in the snow (despite having lived here for over 30 years now, guess what bro you are "people down here") so it was a really special day last winter when I got to pull him out of a ditch

Oof that's a shame, at 12 years old too damn.

No idea how often you see them or what kind of relationship you have with their parents, pretty tough to exert influence from afar though besides the other suggestion of sending them books and maintaining a positive influence as much as you can

I'm curious to hear some examples, I don't think I've ever heard this term