Stockbridge Holidays
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Top hotels in Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
The price is 4.122.338 ₫ per night from 18 May to 19 May
4.122.338 ₫
5.780.807 ₫ total
18 May - 19 May
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
Lovely and historic property. Friendly staff and very comfortable room. Dinner and breakfast were wonderful. We are repeat visitors.
Reviewed on 11 May 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is 8.146.488 ₫ per night from 26 May to 27 May
8.146.488 ₫
9.855.126 ₫ total
26 May - 27 May
includes taxes & fees
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is 2.310.457 ₫ per night from 24 May to 25 May
2.310.457 ₫
3.169.193 ₫ total
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (931 reviews)
These are all 1 bedroom suites. There was plenty of room in kitchen cupboards for our groceries. The kitchen was well supplied with cooking utensils, dishes and glassware. The location is excellent with several grocery stores and restaurants close by. Everything was perfect except for the height ...
Reviewed on 11 May 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
Norman Rockwell Museum
5/5(1 review)
You can spend time browsing the exhibits at Norman Rockwell Museum during your trip to Stockbridge. Wander the lakeside in this quaint area.
Berkshire Botanical Garden
Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside.
Frelinghuysen Morris House and Studio
You can spend time studying the exhibits at Frelinghuysen Morris House and Studio in Stockbridge. Wander the lakeside in this family-friendly area.
