Consider some of the following:

* Basketball Hall of Fame-Springfield, MA
* Norman Rockwell Museum- Stockbridge, MA
Red Lion Inn is great- on Main Street.
* Northampton for Dining- Eastside Grill is
excellent as are all of the rest. in the
area.
* Foxwoods or Mohegan Sun Casinos in CT
* Boston or NYC 2-3 hrs away if you want to
take the drive.
* Yankee Candle in South Deerfield is great!
* Springfield Rest.- Lido's( Italian), The
Student Prince (German), Van Horn Spa
(Irish), and Tilly's.

If you arrive after Thanksgiving, Bright Nights at Forest Park should be open and is very nice! If you need more information or have any questions, feel free to email me.
Enjoy your trip!