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Check availability on Stockbridge Luxury Hotels
Tonight
5 Sept - 6 SeptTomorrow
6 Sept - 7 SeptNext weekend
11 Sept - 13 SeptIn two weeks
18 Sept - 20 SeptOur top choices for Stockbridge luxury hotels
Rp6.650.681
Rp7.800.410 total
includes taxes & fees
13 Sept - 14 Sept




2. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
- Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
Rp5.824.859
Rp7.046.389 total
includes taxes & fees
28 Sept - 29 Sept
Rp7.039.158
Rp7.862.687 total
includes taxes & fees
8 Sept - 9 Sept
Rp3.900.646
Rp4.357.045 total
includes taxes & fees
21 Sept - 22 Sept
Rp5.821.860
Rp7.025.221 total
includes taxes & fees
7 Sept - 8 Sept




6. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
- Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
Rp1.746.558
Rp1.950.852 total
includes taxes & fees
7 Sept - 8 Sept
Top Stockbridge Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
"Unit was clean and comfortable. Staff was friendly and helpful."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Great location and beautiful views overlooking the lake. A super quick drive to Main Street in Lee or over to Lenox! We didn’t have time to eat at the restaurant but the food looks amazing!"
FairBridge Inn Express
8/10 Good
"The exterior is scary. The lobby is a fright. Rooms however were clean and updated. I appreciate that. But the lot is a disgrace."
Quality Inn Great Barrington
10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."
Hotel On North
8/10 Good
"Nice room! Comfortable bed. Super friendly staff."
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
10/10 Excellent
"My stay at Diane’s bed and breakfast was absolutely wonderful. Diane herself is incredibly warm, welcoming, and genuinely informative — she made the entire experience feel personal and cared for. The room was quaint, cozy, and charming in that classic New England way, with comfortable beds, plenty of towels, and a generous selection of bath amenities that made settling in effortless. Breakfast was a standout: a truly amazing cook‑to‑order meal that felt both homemade and high‑end. Every dish was fresh, delicious, and clearly prepared with pride. Parking was plentiful and convenient, making arrival and departure stress‑free. Overall, this B&B is a gem — comfortable, inviting, and thoughtfully run. I’d happily return and recommend it to anyone looking for a relaxing stay."















