Okay then: “Bigelow Hollow Road, CT”, starting from Union, CT and heading north and east to Dudley, MA is a nice drive. Trees meeting over the top of the road, a twisty, winding road (like a roller coaster if you drive it), if you’re into that sort of thing. Route 197 into Dudley is even nicer if you go that far. (It’s a few miles, to be sure.)
The Norwich-Worcester Turnpike that I stumbled upon was a nice early fall drive through the same part of the country.
People who have never driven in the Northeast are often amazed when they get off the superhighways just how heavily treed this area can be. I read back in the 1980s that New England has more trees now than at any time since Colonial days; I think that has increased.