A lake with a rocky shoreline and a forested island.

Luxury Hotels & Resorts in Western Massachusetts from AU$139

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Check availability on Western Massachusetts Luxury Hotels

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Western Massachusetts luxury hotels

A modern bathroom with a glass shower, white marble walls, and a large window.
A breakfast buffet with pastries, fruits, and condiments.
A room with a large bed, a chair, and a decorative hanging light fixture.
A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.

1. 33 Main

33 Main
Lenox
AU$960
includes taxes & fees
13 Sept - 14 Sept
33 Main
A large, two-story house with a well-maintained lawn and a fence.
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.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

2. Devonfield Inn B&B

Devonfield Inn B&B
Lee
AU$606
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B
A stone fountain surrounded by trees in a park setting.
A living room with a fireplace, leather sofas, and a dog.

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
AU$617
includes taxes & fees
13 Sept - 14 Sept
The Inn at Stockbridge
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 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.
A rooftop terrace with round tables set for dining, overlooking a historic building with two prominent towers.

4. MGM Springfield

MGM Springfield
Metro Center
AU$258
includes taxes & fees
7 Sept - 8 Sept
MGM Springfield
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.
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.

5. The Williams Inn

The Williams Inn
Williamstown
AU$401
includes taxes & fees
14 Sept - 15 Sept
The Williams Inn
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.

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.
AU$557
includes taxes & fees
7 Sept - 8 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A white two-story house with a front door, windows, and a chimney.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
AU$537
includes taxes & fees
1 Sept - 2 Sept
The Old Inn On The Green
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A modern apartment with a living room, kitchenette, and dining area.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A compact living space with a kitchenette, a dining area, and a sofa.

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.
AU$155
includes taxes & fees
27 Aug - 28 Aug
The Central Downtown Inn & Suites
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

9. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
AU$353
includes taxes & fees
21 Sept - 22 Sept
Hampton Terrace Inn
A stone building with a wooden staircase and a garden with white flowers.
A garden pathway surrounded by various flowering plants and a wooden structure in the background.
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 wooden deck with a railing, a cushioned chair, and a small table with a bottle and glass.

10. Troutbeck

Troutbeck
Amenia
AU$879
includes taxes & fees
30 Aug - 31 Aug
Troutbeck
View all properties

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 3 hours 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 6 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 10 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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