Though Bolton is a reasonably priced resort, you are making a luxury trip and will be spending thousands and thousands of dollars. (Thank you.) So... take a hour or two and install some snow tires and remove the worry.

You'll go out to eat twice, have a couple of bottles of wine, and you'll have spent the money on that frivolity without thinking about it. But, you are questioning whether it's wise to put your life and others at risk because you don't want to spend the same amount? fuhgeddaboutit.

[edit: And that road up to Bolton is pretty gnarly if there's been weather. No matter what you are driving, you'll want to take it slow.]