Northwestern MA - the Berkshires. Mt. Greylock in Adams. Williamstown and Williams College, The Clark, Williams College Museum of Art. Hancock Shaker Village near Pittsfield/NY border. North a bit to Bennington, VT, Bennington Museum. Veer West to NY 22 North - a great country drive - , small towns Cambridge, Salem, Granville. Like to Camp? Consider Island Camping on Lake George - Northern part. (check out Reserve America for reservations - recommend the Narrow Island camping area -
NARROW ISLAND (LAKE GEORGE IS), NY - Campground & Camping Details - ReserveAmerica - [NY]) North on 22 to Ticonderoga and the restored Fort. Want shoreside Lake George camping? Rodger's Rock campsite outside Hague, NY.
Like what you see? - North again toward Burlington, VT, Shelburne Museum and Shelburne Farms. Lake Champlain Ferrys. Montreal and Quebec City for a change of pace. Lots of nice driving...
Lots of websites about the area.
UPDATE: Coming in at Ogdensburg also opens up easily the Tupper Lake, Saranac Lake, Lake Placid area. (Others comment on specifics). Work your way South past Lake George Village or Ticonderoga and then over to VT and MA...