A lake with a rocky shoreline and a forested island.

Best Luxury Hotels in Western Massachusetts

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Check availability on Western Massachusetts Luxury Hotels

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Western Massachusetts luxury hotels

A large, two-story house with a well-maintained lawn and a fence.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
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
RM1,665
RM1,860 total
includes taxes & fees
15 Sept - 16 Sept
Devonfield Inn B&B
A living room with a fireplace, leather sofas, and a dog.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
A stone fountain surrounded by trees in a park setting.

2. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
RM1,584
RM1,858 total
includes taxes & fees
15 Sept - 16 Sept
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
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.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

3. 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.
RM1,344
RM1,626 total
includes taxes & fees
28 Sept - 29 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 cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
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.

4. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
RM1,343
RM1,621 total
includes taxes & fees
15 Sept - 16 Sept
The Old Inn On The Green
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 spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.
A bar area with wooden beams, red chairs, and a long wooden table.

5. The Williams Inn

The Williams Inn
Williamstown
RM791
RM883 total
includes taxes & fees
15 Sept - 16 Sept
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 modern hotel lobby with leather furniture, a bar area, and a large TV screen.
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.

6. MGM Springfield

MGM Springfield
Metro Center
RM582
RM753 total
includes taxes & fees
28 Sept - 29 Sept
MGM Springfield
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
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.

7. 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.
RM399
RM446 total
includes taxes & fees
5 Oct - 6 Oct
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 grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.
A dining room with a large table set for a meal, surrounded by ornate chairs.
A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.

8. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
RM891
RM995 total
includes taxes & fees
21 Sept - 22 Sept
Hampton Terrace Inn
A modern kitchen with a dining area, a large window, and a view of the garden.
A white building with a number '9' sign, a covered entrance, and six planters with shrubs.
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.

9. 9 Academy

9 Academy
Salisbury
RM2,417
RM2,779 total
includes taxes & fees
15 Sept - 16 Sept
9 Academy
A spacious dining area with a high ceiling, stone walls, and a fireplace.
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.
A white building with a green roof and a stone wall in the foreground.

10. The Hermitage Inn Vermont

The Hermitage Inn Vermont
West Dover
RM2,015
RM2,216 total
includes taxes & fees
17 Sept - 18 Sept
The Hermitage Inn Vermont
View all properties

Top Western Massachusetts Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

8/10 Good
"Friendly staff, nice property. Breakfast was ok. Older hotel. Pool and hot tub was fun. Mouse turd on the floor in our room."
David 1-night trip
Posted 13 hours ago
D. Hotel Suites & Spa
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Very large room and really easy check in. (Great Staff). Excellent value for the price."
Albie 1-night trip
Posted 16 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Loved the pond trail! What a nice shift after a long day on the road."
Deborah 1-night trip
Posted 17 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Clean room, great location. Perfect base for a weekend in the Berkshires."
Alexandra 2-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel

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