Find Luxury Hotels in Western Massachusetts
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Western Massachusetts Luxury Hotels
Tonight
14 Sept - 15 SeptTomorrow
15 Sept - 16 SeptThis weekend
18 Sept - 20 SeptNext weekend
25 Sept - 27 SeptOur top choices for Western Massachusetts luxury hotels
S$579
includes taxes & fees
15 Sept - 16 Sept
S$578
includes taxes & fees
15 Sept - 16 Sept
3. 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
- Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
S$506
includes taxes & fees
28 Sept - 29 Sept
S$505
includes taxes & fees
15 Sept - 16 Sept
S$267
includes taxes & fees
15 Sept - 16 Sept
S$234
includes taxes & fees
28 Sept - 29 Sept
7. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
- Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
S$139
includes taxes & fees
5 Oct - 6 Oct
S$310
includes taxes & fees
21 Sept - 22 Sept
View all properties
Top Western Massachusetts Hotel Reviews
Quality Inn Great Barrington
8/10 Good
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
D. Hotel Suites & Spa
8/10 Good
"Friendly staff, nice property. Breakfast was ok. Older hotel. Pool and hot tub was fun. Mouse turd on the floor in our room."
Vacation Village in the Berkshires
10/10 Excellent
"Very large room and really easy check in. (Great Staff). Excellent value for the price."
The Yankee Inn
10/10 Excellent
"Loved the pond trail! What a nice shift after a long day on the road."
La Quinta Inn & Suites by Wyndham Springfield MA
10/10 Excellent
"The front desk staff was so nice when we checked in. We were from out. Of State (California) we arrived in town early and tired from the red eye. Your staff worked hard on getting us a room for us. We are very thankful for their hospitality and service."
Hotel Downstreet, an Ascend Collection Hotel
8/10 Good
"Clean room, great location. Perfect base for a weekend in the Berkshires."
Explore a world of travel with Expedia
- Adams Hotels
- Agawam Hotels
- Amherst Hotels
- Becket Hotels
- Gay friendly Hotels in Cheshire
- Cheshire Hotels
- Chester Hotels
- Chesterfield Hotels
- Budget Hotels in Chicopee
- Cummington Hotels
- Dalton Hotels
- Resorts in Dalton
- Hotels near Deerfield Academy
- Deerfield Hotels
- Condo Rentals in Drury
- Drury Hotels
- Florida Hotels
- Gill Hotels
- Goshen Hotels
- Marriott Hotels & Resorts in Greenfield
- Greenfield Hotels
- Hadley Hotels
- Hatfield Hotels
- Holyoke Hotels
- Huntington Hotels
- B&B in Indian Orchard
- Indian Orchard Hotels
- Lanesborough Hotels
- Lee Hotels
- Lenox Hotels
- Longmeadow Hotels
- Ludlow Hotels
- Hotels near MGM Springfield
- Monterey Hotels
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels with Hot Tubs in North Adams
- Hotels with Swimming Pools in Northampton
- Hotels with smoking rooms in Northampton
- Luxury Hotels in Northampton
- Otis Hotels
- Savoy Hotels
- Hotels with Air Conditioning in South Egremont
- Hotels with Restaurants in South Egremont
- Pet friendly Hotels in South Egremont
- South Hadley Hotels
- Southampton Hotels
- Hotels with Swimming Pools in Southbridge
- Southwick Hotels
- Budget Hotels in Springfield
- Springfield Hotels
- Hotels with Swimming Pools in Stockbridge
- B&B in Sunderland
- Apartments in The Berkshires
- Hotels with Waterparks in The Berkshires
- Pet friendly Hotels in The Berkshires
- Motels in The Berkshires
- Resorts in The Berkshires
- Turners Falls Hotels
- Hotels with kitchenette in West Springfield
- West Springfield Hotels
- Business Hotels in West Stockbridge
- Apartments in Western Massachusetts
- Condo Rentals in Western Massachusetts
- Hotels with Hot Tubs in Western Massachusetts
- Hotels with kitchenette in Western Massachusetts
- Hotels with Swimming Pools in Western Massachusetts
- Westfield Hotels
- Windsor Hotels