Stockbridge
Travel Guide
Visit Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
The price is CA $221 per night from Sep 9 to Sep 10
CA $221
CA $316 total
Sep 9 - Sep 10
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,016 reviews)
"Quaint New England Inn. Felt like I was stepping back in time. Delightful."
Reviewed on Aug 10, 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is CA $447 per night from Aug 26 to Aug 27
CA $447
CA $541 total
Aug 26 - Aug 27
includes taxes & fees
Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
9.2/10 Wonderful! (114 reviews)
"Very lovely beautiful Room and property The outside pool was not available"
Reviewed on Jul 30, 2026
The Inn at Stockbridge
30 East Street Stockbridge MA
The price is CA $550 per night from Sep 7 to Sep 8
CA $550
CA $645 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Lenox Arts Center are located ...
9.8/10 Exceptional! (101 reviews)
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another ..."
Reviewed on Aug 3, 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.
Historic Stockbridge Villa on 25 acres
Stockbridge MA
Book a stay at this family-friendly vacation home in Stockbridge. Enjoy free WiFi, private pools, and a sauna. Popular attractions Tanglewood Music Center and ...
10/10 Exceptional! (19 reviews)
"I can not say enough about how wonderful this stay was! The hosts had great communication, the house was spotless (and this is a LARGE house), they had every possible thing you could need and the best part was all the cabinets were labeled so we didn't have to hunt for things!! The pool was spotless, ..."
Reviewed on Jul 27, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,517 reviews)
"Pensamos volver pronto"
Reviewed on Aug 10, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,059 reviews)
"Great, spacious accommodation near many things and perfect for Tanglewood concert. Loved the room, the coffee in the lobby, and all the amenities. Would stay again and again"
Reviewed on Aug 9, 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.
Stay near popular Stockbridge attractions
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