Hello! Vermonter here!

I love these leggings for the winter. They’re relatively thick and have pockets for your cell phone or whatever. https://www.amazon.com/gp/aw/d/B08JQ92XT6?psc=1&ref=ppx_pop_mob_b_asin_title

The rockstar stretchy jeans and pants from old navy are comfy and stretchy so they’re still able to be worn most of the day while also feeling like you got yourself ready for the day. I also wear lots of v neck soft tees and cardigans.

For super cold days (-10 and lower) I usually use a Burton or Patagonia first layer underneath pants.

For socks I wear smart wool or Burton wool snowboarding socks.

It’s worth getting some Cute matching hats and gloves - honestly I just get the target $5 ones in matching colors so you don’t feel bad about losing them.