A lake with a rocky shoreline and a forested island.

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

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Our top choices for Western Massachusetts luxury hotels

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
The price is €720
includes taxes & fees
23 Jul - 24 Jul
33 Main

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
The price is €429
includes taxes & fees
13 Jul - 14 Jul
Devonfield Inn B&B

MGM Springfield

MGM Springfield
4.0 star property
Metro Center
9.0 out of 10, Wonderful, (1,555 reviews)
The price is €208
includes taxes & fees
13 Jul - 14 Jul
MGM Springfield

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (641 reviews)
The price is €312
includes taxes & fees
27 Jul - 28 Jul
The Williams Inn

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
The price is €393
includes taxes & fees
20 Jul - 21 Jul
The Inn at Stockbridge

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
The price is €349
includes taxes & fees
14 Jul - 15 Jul
The Old Inn On The Green

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, (112 reviews)
  • cleanliness
    Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
The price is €350
includes taxes & fees
26 Jul - 27 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (377 reviews)
  • cleanliness
    Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
The price is €107
includes taxes & fees
27 Jul - 28 Jul
The Central Downtown Inn & Suites

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
The price is €321
includes taxes & fees
20 Jul - 21 Jul
Hampton Terrace Inn

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,003 reviews)
The price is €346
includes taxes & fees
12 Jul - 13 Jul
Delamar West Hartford
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 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

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