From Popular Mechanics:
ME Maine Coast 158 mi. US 1/ME 3/ME 102/ME 233 A drive up Maine's fretted shore takes in tidy villages and harbors filled with sailboats. Don't miss the antique car and airplane shows at the Transportation Museum in Owl's Head.
NH White Mountain Trail/Kancamagus Scenic Byway 100 mi. US 302/US 3/NH 112 It loops through a checklist of New England sights: the Frankenstein wooden train trestle in Crawford Notch; Bretton Woods; a short detour to earn the "I Climbed Mount Washington" bumper sticker; Flume Gorge; and Clark's Trading Post. One highlight is no more: The Old Man of the Mountains, which finally tumbled into Franconia Notch.
RI/MA New England Sampler 121 mi. RI 77/US 6/RT 25/MA 6A/US 6 It's a slo-mo summer classic: cruising up Rhode Island Sound in a convertible, stopping at roadside stands, wandering through colonial ports, then logging serious Cape Cod beach time.
CT Litchfield Hills 87 mi. US 202/US 7/US 44/CT 63/CT 109/CT 47/CT 45/CT 341/CT 8 Ramble from Litchfield's village green to the Bantam River for canoeing and fishing--then follow rolling countryside to the Connecticut Wine Trail.
NY Lake to Locks 200 mi. US 4/NY 22 This scenic upstate run between Lake Champlain and the Adirondacks is steeped in Revolutionary War history, from the commons at Fort Ticonderoga to Saratoga, site of the 154.5-ft. Saratoga Monument.
Note; The Ct Wine Trail mentions 1 day each for the East and West, a more realistic and leisurely pace is 2 days each section
http://www.ctwine.com/