This is the most important comment. Avoid anything with “gap” in the name or any roads that say trucks can’t pass. Those are signs of steep and winding roads that can be hard to pass on good days.

A note about Route 7 (the main road to Middlebury) - each town is in charge of their own snow removal, so if it snows don’t be surprised if it’s a weird adventure of totally clear and treacherous. I’ve yet to find a rhyme or reason, but it’s good to be aware.