Western Massachusetts Luxury Holidays
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Top Luxury Western Massachusetts Hotels
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
"Very expensive for a small room. My son and I could barely sleep in this remote quiet place. Staffs were very friendly."
Reviewed on 2 Nov. 2024
Hotel Northampton
36 King Street, Northampton, MA
Stay at this 3.5-star historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,001 reviews)
"This hotel is legendary in the area. Unfortunately, it's tagline isn't tradition meets innovation. That is it's not set up for handicapped access, elevators that are even a little more spacious, toilets that are not jammed against the wall, outlets that are so loose that plugs fall out immediately, ..."
Reviewed on 5 Aug. 2025
The Orchards Hotel
222 Adams Rd, Williamstown, MA
Book a stay at this business-friendly hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Colonial Plaza and Linear ...
"A little dated. Restaurant shut down for renovations, disappointing"
Reviewed on 9 Mar. 2020
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.