Hilton Garden Inn Lenox/Pittsfield in Pittsfield, MA, offers stays with prices starting from $143.20 per night, as seen on Travelzoo. (We found this rate on October 4.) That's a savings of at least $8 and the lowest price we could find for stays in this hotel. This 3-star hotel is set in the Berkshires. Book this travel deal by July 31 for stays from August 16 through December 23.