Rangeley Lake and Mooselookmeguntic Lake in Maine are incredibly scenic. Routes 16, 17, and 4 are great riding roads with stunning scenic overlooks. Sugarloaf Mountain is a prime ski mountain with above the treeline skiing. Route 26 is a pretty road that travels through Grafton Notch State Park.
1) The long version:
Ride #2: — This 264 mile ride includes everything in the great ride above and adds the Route 16, Route 142, Route 4 loop around Sugarloaf Mountain, Mount Abraham, and Saddleback Mountain. Route 4 is an especially nice ride.