I'm a lifelong New Englander, living in the woods, although suburbia was built up around my property 20 years ago. First a few things about me, then some tips.
Complete self sufficiency. If it snows, I have a snowplow on my 4 door Wrangler with 4 snow tires. If there's too much snow, I use my 4 wheel drive Kubota diesel tractor bucket to move the snow into piles (snow farms) in the woods. If the power goes away, who cares. I have a 5500W generator and always have at least 10 gallons of extra gas in the garage (part of my supermarket/gift card gas scams...I never pay more than $1.50 a gallon). Yes, I rotate the gas, so new cans come in and I put the old stuff in the cars.
On electric heat. Anyone in New England will laugh their ass off at the notion that anyone would use electricity. Our rates are at the top, matched only by California and I think Hawaii. I lived in Virginia during grad school. Mass rates are double Virginia. Why? We're all powered by natural gas and the pipelines (we have a transfer station in my town) are woefully inadequate and any submission for new or upgraded lines are shot down by powerful residents.
Snow tires. I've used them all. I ditched studs one year and actually took my side cutters and removed them from all my tires. Why? Non snow covered, wet roads, I come over a hill and there's an accident. Some clown pulls out of the pile of cars right in front of me. I engage ABS and pretty much do no slowing as the studs are now steel sliders. Only missed the guy because he kept moving out of my way. Do NOT use studs if there's any chance of driving on non ice covered roads. There are plenty of good ones out there. As a short primer, performance snows are ok and handle really well. "Real snows" have squishy sidewalls and tons of tread and will have far more grip in snow. Blizzaks, Hakkas, Digitec, Arctic...I've had them all. As long as it's a snow, it's going to be far better than no season tires.
4 wheel drive. What is your driveway and road like and do you really need to get anywhere? Honest question. If you have a 50 foot driveway and your road is plowed, you don't need 4 wheel drive (or AWD). Will it hurt? No. Seems like half the cars in Vermont are pre-95 Subarus, so if you find a car you like and it happens to be AWD, that ain't bad. If you have a driveway like mine....up a hill from the road and 800 feet long and you get 18 inches of heavy, wet snow while you're away, no, that Subaru isn't getting up the driveway, even with snows. My Wrangler is set up with skinny, tall snows for ground clearance. 18", I can manage. 24", nope. 36" (yes, we've had that much overnight), plan on hours of plowing for a property like mine.
Dress in layers. You absolutely do not need fancy smancy big dollar REI stuff. Burlington Coat Factory has cheapo 3rd world made stuff that's warm. Long sleeve T short followed by a sweat shirt followed in really cold weather by a faux ski jacket is fine. Get a set of ski warm up bib pants for really cold shoveling duty. Gloves, get a packet of cheapo leather gloves from Harbor Freight. They wear well and from memory (just picked up another pack last week) a pack of 5 sets is like nine bucks. For really cold stuff, a pair of cheap snowmobile gloves covers your wrists up your arms. When shoveling, you WILL start to sweat. When you do, shed a layer.
Boots: snowmobile boots are great for getting through new, really deep snow. I've got a bunch of these as we used to have snowmobiles. All of them are from Burlington Coat Factory, so they cost like $29 a pair rather than $229 from some snowmobile shop. Otherwise, hiking boots are great. These don't have to be expensive. Dicks/Carbellas have a bargain room and good sales. I've never paid more than $49 for a pair of good ones.
Wood burning. Sigh. So I forest manage my property for tax savings and for firewood. I've got both a Stihl pro and Husqvarna little (440) chainsaws, a log splitter and that 4x4 diesel tractor with a bucket to move it (and a cart). My property tax savings make it worth it, I love working in the woods and I love saving the money for heating oil, which 90% of homes in New England are heated by. But if I could not get the wood for free, I would never go through the expense and work of heating with wood. Yes, I have covered stacks seasoning and kindling ready. I heat with a wood forced air furnace that's in the unfinished basement. It is a LOT of work schlepping in straps of wood. How I start it is a paper grocery bag of burnable paper/cardboard, a second bag of twigs and kindling and some small starter wood. Once up and running, I'll feed in regular pieces of split wood. I feed more in every hour and a half to 2 hours. A cold day will use a pile about 4 feet by 4 feet against the basement wall. Our house is 2800 square feet and the 2nd floor is post and beam with cathedral ceilings, so it is a lot of space to heat. I burn everything I cut, so now and then a piece of pine is going in there...usually to get stuff started and as part of the kindling. But most of my property is oak, beech and maple.
Learn to like winter. Cross country ski. Or get a snowmobile. Or something. If you like winter (I do), you do great. If not, you will move away as winter in central VT is pretty long.
Culture: I learned the difference when living in Virginia. It is very different. People are not outwardly nice or go out of their way to welcome you. We have a long winter so need to get stuff done before the snow comes....get outa my way. I found in Virginia that people tried to "out polite" each other. You don't get that up here. I was at the 4 way stop 3 miliseconds before you, I'm going, get off my lawn. But you can certainly make friends. It simply takes time and maybe a little effort and the willingness to help out when needed. Neighbor is chainsawing up a tree that fell. Go over and help move the limbs to a pile. Bring the mis-directed mail to the correct mailbox. If you like to be left alone, that won't be a problem.
You're not going to find a lot of Red State opinions. Remember Bernie Sanders is the senior Senator from Vermont. It's pretty easy to just keep politics to yourself, if you want.
Oh, and there are more taxes on average in Vermont than anywhere else, so just don't be surprised. If you want less taxes, move south to Mass. While NH has no income or sales tax, property tax and a slew of other nickle and dime taxes make up the difference and southern NH housing is not cheap.