Stockbridge Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is 4.060.411 ₫ per night from 6 Jul to 7 Jul
4.060.411 ₫
5.710.474 ₫ total
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Staff"
Reviewed on 27 Jun 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is 8.682.811 ₫ per night from 12 Jul to 13 Jul
8.682.811 ₫
10.503.683 ₫ total
12 Jul - 13 Jul
includes taxes & fees
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is 3.345.106 ₫ per night from 6 Jul to 7 Jul
3.345.106 ₫
3.736.420 ₫ total
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"It’s easy to miss driving by. Building, parking area and pool are separated from the highway by a tree landscaped berm. The sign is small, tan-ish orange and partially hidden by trees on the berm. Made finding the entrance difficult. Once there, our stay was very enjoyable."
Reviewed on 27 Jun 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.
