Find Luxury Hotels in Western Massachusetts, MA
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Our top choices for Western Massachusetts luxury hotels
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
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
Robert
The price is ₩550,599
₩666,068 total
includes taxes & fees
Jan 11 - Jan 12, 2026
9.2 out of 10, Wonderful, (1001)
"Very good stay"
Richard
8.6 out of 10, Excellent, (442)
"A little dated. Restaurant shut down for renovations, disappointing"
Anonymous traveler
8.2 out of 10, Very Good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Stephen
7.0 out of 10, Good, (641)
"Beautiful area. Close to Mt. Greylock, Octobrr Mountain and Pleasant Valley Audubon."
Benjamin
9.6 out of 10, Exceptional, (809)
"Clean room and staff was super friendly"
Yuen
The price is ₩214,807
₩239,935 total
includes taxes & fees
Jan 11 - Jan 12, 2026
6.6 out of 10, (448)
"Place was convenient, cleaned and quiet a little old, but all in all a good stay"
Kelley
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is ₩134,195
₩149,897 total
includes taxes & fees
Jan 4 - Jan 5, 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.
Top Western Massachusetts Hotel Reviews
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
