Travel Note
The closest airports are Bradley International (Hartford, Connecticut) 1 hr 20 min drive time and Albany International (Albany, New York) 1 hour 5 min drive time. [Southwest tends to be the most affordable option to both these airports with 1 layover if flying from Sacramento] If you'd prefer a direct flight with a slightly longer drive Boston Logan Airport (Boston, Massachusetts), and JFK in New York City are both approximately 2.5 hours drive. [JetBlue has direct flights out of Sacramento and SFO]
Hotel
There is a room block rate available at the Holiday Inn Express for 9/5. Following the link should take you to the discounted booking.
Travel Note
As of now there are no uber/lyft services in the Great Barrington, New Marlborough area. Renting a car is recommended.
Travel Note
The Old Inn on the Green The Inn at Freeman Elms Farm The Thornewood Inn The Red Lion Inn This link will take you to discounted group rate hotel pricing for a variety of options.