A lake with a rocky shoreline and a forested island.

Western Massachusetts Hotel Guide - Luxury Hotels in Western Massachusetts, Massachusetts

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Check availability on Western Massachusetts Luxury Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Western Massachusetts luxury hotels

1. 33 Main

33 Main
Lenox
€634
includes taxes & fees
31 Aug - 1 Sept
33 Main

2. Devonfield Inn B&B

Devonfield Inn B&B
Lee
€372
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
€379
includes taxes & fees
13 Sept - 14 Sept
The Inn at Stockbridge

4. MGM Springfield

MGM Springfield
Metro Center
€158
includes taxes & fees
7 Sept - 8 Sept
MGM Springfield

5. The Williams Inn

The Williams Inn
Williamstown
€251
includes taxes & fees
14 Sept - 15 Sept
The Williams Inn

6. 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.
€342
includes taxes & fees
7 Sept - 8 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
€329
includes taxes & fees
1 Sept - 2 Sept
The Old Inn On The Green

8. 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.
€96
includes taxes & fees
1 Sept - 2 Sept
The Central Downtown Inn & Suites

9. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
€224
includes taxes & fees
22 Sept - 23 Sept
Hampton Terrace Inn

10. Troutbeck

Troutbeck
Amenia
€540
includes taxes & fees
30 Aug - 31 Aug
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

Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

10/10 Excellent
"Clean room, friendly staff, nice pool"
Samantha 2-night trip
Posted less than an hour ago
Hilton Garden Inn-Springfield, MA
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Front desk staff was great! Simple hot breakfast was good. Plenty of onsite parking. Conveniently located close to the town and shops."
Anuvrath 3-night trip
Posted 2 hours ago
Quality Inn Great Barrington
D. Hotel Suites & Spa

D. Hotel Suites & Spa

8/10 Good
"The D.Hotel was wonderful with exception of ice machine only on two floors. Took two hours to get extra pillows."
Carol McLeod 2-night trip
Posted 7 hours ago
D. Hotel Suites & Spa
The Yankee Inn

The Yankee Inn

8/10 Good
"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."
Luann 1-night trip
Posted 1 day ago
The Yankee Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"Price - quality =awesome"
Anastasia 3-night trip
Posted 1 day ago
Vacation Village in the Berkshires
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"It was very nice and everyone was extremely helpful"
ERICIA 1-night trip
Posted 2 days ago
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Maureen 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Lenox
Inn on Boltwood

Inn on Boltwood

10/10 Excellent
"If you like old inns with modern amenities in historic places , this is your place. The beds are comfortable, the restaurant is first rate for breakfast or dinner, and there's a lovely, spacious library with a fireplace for reading or conversation with friends. The front desk staff are universally friendly and helpful, and provide an unlimited number of bottles of Saratoga water, on request. The inn is located alongside a leafy quad that reduces noise from Amherst's main road. Given the inn's age, a guest might experience noise from heavy-footed guests in the room above, but we did not. Noise was not an issue."
Barry 3-night trip
Posted 5 days ago
Inn on Boltwood

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