Luxury Hotels & Resorts in Western Massachusetts from AU$150
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Western Massachusetts Luxury Hotels
Best Western Massachusetts Luxury Hotels
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Stockbridge
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 AU$696
includes taxes & fees
5 Jan - 6 Jan 2026
33 Main
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
James
The price is AU$726
includes taxes & fees
5 Jan - 6 Jan 2026
Devonfield Inn B&B
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
Christopher
The Inn at Stockbridge
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
Steven
The price is AU$443
includes taxes & fees
1 Jan - 2 Jan 2026
The Williams Inn
Williamstown
9.6 out of 10, Exceptional, (548)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
Jon
The price is AU$318
includes taxes & fees
9 Dec - 10 Dec
MGM Springfield
Metro Center
9.0 out of 10, Wonderful, (1445)
"Room was clean and comfortable. Staff is friendly "
Patricia
The price is AU$289
includes taxes & fees
4 Jan - 5 Jan 2026
The Old Inn On The Green
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
Catherine
The price is AU$554
includes taxes & fees
9 Dec - 10 Dec
Lakehouse Inn
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
Danny
The price is AU$329
includes taxes & fees
12 Dec - 13 Dec
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
D. Hotel Suites & Spa
10/10 Excellent
Explore a world of travel with Expedia
- Apartments in Ashfield
- B&B in Ashfield
- Caravan Parks in Ashfield
- Guest Houses in Ashfield
- Holiday Homes in Ashfield
- Cheap Hotels in Ashfield
- Ashfield Hotels
- Motels in Ashfield
- Beach Hotels in Becket
- Cheap Hotels in Becket
- Hotels with Parking in Becket
- Cheap Hotels in Blandford
- Ski Hotels in Blandford
- B&B in Chester
- Chester Hotels
- Chesterfield Hotels
- Conway Hotels
- Cummington Hotels
- Luxury Hotels in Easthampton
- Easthampton Hotels
- B&B in Florence
- Caravan Parks in Florence
- Cheap Hotels in Florence
- Hotels with Pool in Florence
- Luxury Hotels in Florence
- Romantic Hotels in Florence
- Spa Hotels in Florence
- Florence Hotels
- Holiday Homes in Goshen
- Luxury Hotels in Goshen
- Goshen Hotels
- Guest Houses in Hadley
- Hotels with Parking in Hadley
- Hadley Hotels
- B&B in Hatfield
- Cabin Rentals in Hatfield
- Cheap Hotels in Hatfield
- Hatfield Hotels
- Motels in Hatfield
- Huntington Hotels
- B&B in Northampton
- Caravan Parks in Northampton
- Cottages in Northampton
- Farmstay in Northampton
- Cheap Hotels in Northampton
- Hotels with Parking in Northampton
- Lgbt Welcoming Hotels in Northampton
- Pet Friendly Hotels in Northampton
- Red Roof Inn Hotels in Northampton
- Spa Hotels in Northampton
- Northampton Hotels
- Motels in Northampton
- B&B in Peru
- Holiday Homes in Peru
- Cheap Hotels in Peru
- Peru Hotels
- B&B in Russell
- Holiday Homes in Russell
- Family Hotels in Russell
- Russell Hotels
- Inns in Russell
- Motels in Russell
- Hotels near Smith College
- Lgbt Welcoming Hotels in South Deerfield
- South Deerfield Hotels
- B&B in Southampton
- Holiday Homes in Southampton
- Cheap Hotels in Southampton
- Historic Hotels in Southampton
- Luxury Hotels in Southampton
- Southampton Hotels
- Westhampton Hotels
- B&B in Whately
- Luxury Hotels in Whately
- Whately Hotels
- Cheap Hotels in Williamsburg
- Luxury Hotels in Williamsburg
- B&B in Worthington
- Luxury Hotels in Worthington