Stockbridge Holidays
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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 3.947.250 ₫ per night from 14 Jan to 15 Jan
3.947.250 ₫
5.584.832 ₫ total
14 Jan - 15 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Yes
Reviewed on 19 Dec 2025
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is 10.050.225 ₫ per night from 5 Jan to 6 Jan
10.050.225 ₫
12.157.914 ₫ total
5 Jan - 6 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (85 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
The price is 2.736.023 ₫ per night from 4 Jan to 5 Jan
2.736.023 ₫
3.344.814 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (2,170 reviews)
Awesome for ski
Reviewed on 14 Dec 2025
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
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.
