Find Luxury Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Luxury Hotels

Our top choices for Western Massachusetts luxury hotels

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
4.5 star property
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. "
United States
Robert
The price is NT$12,044
NT$14,570 total
includes taxes & fees
Jan 5 - 2026/1/6
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is NT$12,622
NT$14,099 total
includes taxes & fees
Jan 18 - 2026/1/19
33 Main

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is NT$7,909
NT$9,277 total
includes taxes & fees
Jan 1 - 2026/1/2
The Inn at Stockbridge

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (550)
"Nice place to stay for a wedding "
United States
Timothy
The price is NT$6,208
NT$6,934 total
includes taxes & fees
Dec 21 - Dec 22
The Williams Inn

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is NT$9,606
NT$11,592 total
includes taxes & fees
Dec 21 - Dec 22
The Old Inn On The Green

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is NT$5,678
NT$6,660 total
includes taxes & fees
Dec 19 - Dec 20
Lakehouse Inn

MGM Springfield

MGM Springfield
4.0 star property
Metro Center
9.0 out of 10, Wonderful, (1457)
"Great room, nice venue, with free self parking "
United States
Chuck
The price is NT$4,693
NT$6,039 total
includes taxes & fees
Jan 4 - 2026/1/5
MGM Springfield

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NT$2,813
NT$3,142 total
includes taxes & fees
Dec 25 - Dec 26
The Central Downtown Inn & Suites

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is NT$6,903
NT$7,711 total
includes taxes & fees
Jan 1 - 2026/1/2
Hampton Terrace Inn
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.

Find out more about Western Massachusetts

Western Massachusettsand its attractions for luxury travelers

Western Massachusetts offers a delightful blend of luxury and adventure, perfect for travelers seeking an exquisite getaway. Begin your journey in the charming town of Lenox, home to the renowned Tanglewood Music Center, where you can enjoy summer concerts under the stars. After a day of music, indulge in a spa experience at the luxurious Blantyre Hotel, which features elegant rooms and rejuvenating treatments. Next, explore the stunning landscapes of the Berkshire Mountains, perfect for hiking or simply taking in breathtaking views. The Norman Rockwell Museum in Stockbridge is a must-visit for art aficionados, showcasing the beloved works of America's favorite illustrator. Finally, take a scenic drive through the picturesque towns of Williamstown and Great Barrington, known for their upscale dining and boutique shopping. Luxury travelers will find a range of high-end hotels in these areas, offering attentive service and premium amenities, ensuring every moment of your stay feels special.

Top Western Massachusetts Hotel Reviews

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