Western Massachusetts Luxury Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Groovy Trip
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! (1,002 reviews)
great downtown hotel
"The staff is very welcoming and friendly. We asked for an early checkin and they obliged. The hotel is located right downtown. Our room was very comfortable and clean. The bed was extra comfortable and very quiet at night for sleeping."
Reviewed on 9 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.