A lake with a rocky shoreline and a forested island.

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Check availability on Western Massachusetts Luxury Hotels

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Western Massachusetts luxury hotels

1. 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 Chesterwood
Stockbridge
  • Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
£468
includes taxes & fees
12 Oct - 13 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

2. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
£374
includes taxes & fees
24 Sept - 25 Sept
The Inn at Stockbridge

3. Devonfield Inn B&B

Devonfield Inn B&B
Lee
£367
includes taxes & fees
24 Sept - 25 Sept
Devonfield Inn B&B

4. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
£298
includes taxes & fees
24 Sept - 25 Sept
The Old Inn On The Green

5. MGM Springfield

MGM Springfield
Metro Center
£146
includes taxes & fees
8 Oct - 9 Oct
MGM Springfield

6. The Williams Inn

The Williams Inn
Williamstown
£154
includes taxes & fees
28 Sept - 29 Sept
The Williams Inn

7. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
  • Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
£83
includes taxes & fees
24 Sept - 25 Sept
The Central Downtown Inn & Suites

8. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
£216
includes taxes & fees
24 Sept - 25 Sept
Hampton Terrace Inn

9. 9 Academy

9 Academy
Salisbury
£445
includes taxes & fees
28 Sept - 29 Sept
9 Academy

10. Troutbeck

Troutbeck
Amenia
£466
includes taxes & fees
27 Sept - 28 Sept
Troutbeck
View all properties

Find out more about Western Massachusetts

Western Massachusettsand its attractions for luxury travelers

Western Massachusetts is a paradise for luxury travellers seeking both adventure and tranquillity. Begin your exploration in the charming town of Lenox, home to the renowned Tanglewood Music Center, where you can enjoy enchanting summer concerts amidst stunning natural scenery. Then, immerse yourself in the beauty of the Norman Rockwell Museum in Stockbridge, showcasing the iconic artist's work and offering a glimpse into classic Americana. For outdoor enthusiasts, the breathtaking landscapes of the Berkshires are perfect for hiking and cycling, with trails that offer both challenge and stunning vistas. Golf aficionados can indulge at the prestigious Cranwell Spa & Golf Resort, which combines a world-class course with exquisite spa services. Lastly, unwind in the cultural hub of Northampton, known for its eclectic shops and vibrant arts scene, where you can experience fine dining at upscale restaurants. For a luxurious stay, consider the historic Wheatleigh Hotel in Lenox, where opulent rooms and impeccable service set the stage for an unforgettable retreat. Each experience in Western Massachusetts is designed to pamper and delight, ensuring that your every need is met and your adventures are as enriching as they are relaxing.

Top Western Massachusetts Hotel Reviews

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good
"The 2 night stay was good overall. The pool water was clean and there were plenty of towels. The paint around the pool was chipping. The room was nice, but could use a bit of TLC. The breakfast was good with plenty to choose from. We enjoyed our stay and the staff that helped us."
Didia 2-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Springfield MA
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Everything, delicious free breakfast, hot showers, plenty of room, outdoor patio w Adirondack chairs, pleasant staff, very clean place. Fabulous price! I would not hesitate to return to this place."
Joyce 2-night trip
Posted 3 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted 7 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

8/10 Good
"i"
Enidel 2-night trip
Posted 11 hours ago
Hilton Garden Inn-Springfield, MA
D. Hotel Suites & Spa

D. Hotel Suites & Spa

8/10 Good
"Everything was clean staff very helpful. Breakfast was good and hot"
Sam 1-night trip
Posted 1 day ago
D. Hotel Suites & Spa
Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"I am disappointed that it has been over two weeks and I have yet to receive my room deposit back. They told me 7-10 days"
Graham 2-night trip
Posted 1 day ago
Vacation Village in the Berkshires

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