A lake with a rocky shoreline and a forested island.

Luxury Hotels & Resorts in Western Massachusetts from AU$183

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Western Massachusetts Luxury Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Western Massachusetts luxury hotels

A large, two-story house with a well-maintained lawn and a fence.
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

1. Devonfield Inn B&B

Devonfield Inn B&B
Lee
AU$587
includes taxes & fees
5 Nov - 6 Nov
Devonfield Inn B&B
A two-story house with a brick entrance and a white facade.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

2. 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.
AU$554
includes taxes & fees
6 Nov - 7 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
A spacious living area with a fireplace, wooden beams, and a large window.
A bar area with wooden beams, red chairs, and a long wooden table.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.

3. The Williams Inn

The Williams Inn
Williamstown
AU$323
includes taxes & fees
9 Nov - 10 Nov
The Williams Inn
A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.
A rooftop terrace with round tables set for dining, overlooking a historic building with two prominent towers.
A hotel room with two beds, a desk, a chair, a lamp, and a large window with curtains.
A casino with multiple blackjack tables, slot machines, and a large chandelier.

4. MGM Springfield

MGM Springfield
Metro Center
AU$273
includes taxes & fees
1 Nov - 2 Nov
MGM Springfield
A stone building with a wooden staircase and a garden with white flowers.
A room with a hanging rattan chair, a wooden sofa, a small round table, and a ceiling fan. Large windows provide views of greenery outside.
A spacious hotel room with a large bed, a sitting area with a sofa and chairs, a dining table, and a kitchen area with cabinets and a coffee machine.
A wooden deck with a railing, a cushioned chair, and a small table with a bottle and glass.

5. Troutbeck

Troutbeck
Amenia
AU$1,146
includes taxes & fees
1 Nov - 2 Nov
Troutbeck
A modern kitchen with a dining area, a large window, and a view of the garden.
A modern kitchen with a dining area, a sofa, and a TV mounted on the wall.
A modern outdoor dining area with a round table and white chairs, surrounded by lush greenery and a white railing.
A white building with a number '9' sign, a covered entrance, and six planters with shrubs.

6. 9 Academy

9 Academy
Salisbury
AU$894
includes taxes & fees
26 Oct - 27 Oct
9 Academy
A spacious dining area with a high ceiling, stone walls, and a fireplace.
A white building with a green roof and a stone wall in the foreground.
A white pergola with a stone pathway leading to a house.
A bar area with a long counter and multiple stools, a fireplace with a mantel, and a yellow armchair.

7. The Hermitage Inn Vermont

The Hermitage Inn Vermont
West Dover
AU$542
includes taxes & fees
30 Oct - 31 Oct
The Hermitage Inn Vermont
A bedroom with a large bed, a chair, and a window with curtains.
A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.
A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.
A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

8. The White Hart

The White Hart
Salisbury
AU$488
includes taxes & fees
22 Nov - 23 Nov
The White Hart
An outdoor dining area with tables and chairs, surrounded by plants and trees.
A multi-level interior with a grand staircase, a chandelier, and a checkered floor.
A restaurant with a brick floor, wooden chairs, and tables. There is a bar area with bottles and glasses.
A spacious lobby with a reception desk, seating area, and a large, round, woven coffee table.

9. Delamar West Hartford

Delamar West Hartford
West Hartford
AU$496
includes taxes & fees
22 Nov - 23 Nov
Delamar West Hartford
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
A spacious bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.
A bar area with wooden beams, a bar counter, and stools.
A restaurant with long tables, chairs, and a brick wall.

10. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
AU$441
includes taxes & fees
15 Nov - 16 Nov
Pocketbook Hotel and Bath
View all properties

Top Western Massachusetts Hotel Reviews

Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

10/10 Excellent
"Great local right next to the basketball hall of fame"
Nancy 1-night trip
Posted 8 hours ago
Hilton Garden Inn-Springfield, MA
D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Nice stay will be coming back again!"
Devon 3-night trip
Posted 10 hours ago
D. Hotel Suites & Spa
The Yankee Inn

The Yankee Inn

8/10 Good
"Efficient & comfortable. Very good value."
brian 1-night trip
Posted 13 hours ago
The Yankee Inn
Hotel On North

Hotel On North

10/10 Excellent
"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."
Vicki 1-night trip
Posted 1 day ago
Hotel On North
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"-"
Serena 1-night trip
Posted 4 days ago
Quality Inn Great Barrington

Explore a world of travel with Expedia