Shelburne has a lot ,the bridge of flowers.

Check the scenic Mohawk trail for the 35 miles of scenic byway from the Shelburne are to the hairpin turn in North Adams.

Northamton has great restaurants ,anything you fancy really.

If you take the Mowhawk trail east (rt.2) you get to the Quabbin region ,also wonderful.

Take I-91 N to Brattleboro VT and spend a dat there too