Stockbridge Packages (Flight + Hotel)
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Top hotels in Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is ฿4,375 per night from 30 Apr to 1 May
฿4,375
฿6,344 total
30 Apr - 1 May
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
great customer service
Reviewed on 18 Feb 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is ฿10,096 per night from 18 Apr to 19 Apr
฿10,096
฿12,214 total
18 Apr - 19 Apr
includes taxes & fees
9.2/10 Wonderful! (110 reviews)
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!
Reviewed on 27 Oct 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is ฿3,392 per night from 30 Apr to 1 May
฿3,392
฿4,147 total
30 Apr - 1 May
includes taxes & fees
8.8/10 Excellent! (2,321 reviews)
Our entire experience was great! The check in was easy, the rooms were clean and well maintained. The staff was friendly and kind. The pool and hot tub were a great source of relaxation and fun with our Granddaughter, we just never figured out where the theatre was. Most of all could not beat the ...
Reviewed on 1 Apr 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Berkshire Theatre Festival
You can enjoy a show at Berkshire Theatre Festival during your trip to Stockbridge. Wander the lakeside in this quaint area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
