I just got back from Killington on Tuesday... had great conditions all weekend and the crowds weren't even that bad, but man was it cold!
Anyways, I would recommend taking rt 7 from Troy up to Rutland. It's a beautiful drive if you're taking the trip in the daylight hours. I wouldn't think you'd need a 4 wheel drive vehicle to get to Killington unless you end up driving through really heavy snow. I'm always amazed at how quickly and how well they clear the roads up there.
For places to eat I would suggest checking out the Long Trail Brewery
, they make some amazing beer and have good food there as well. I ended up coming back with a 24 pack of their blackberry wheat beer
My two favorite lifts at Killington are the Superstar Express and the Bear Mountain Quad. If you like glades you definitely should check out Devil's Den and Growler - they don't seem to get very much traffic so you can find a lot of fresh snow there. Pico Mountain down the road is also great if the crowds at Killington get too heavy.
You'll have a great time!