Luxury Hotels, Western Massachusetts Massachusetts | Expedia

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Check availability on Western Massachusetts Luxury Hotels

Tonight

Sep 14 - Sep 15

Tomorrow

Sep 15 - Sep 16

This weekend

Sep 18 - Sep 20

Next weekend

Sep 25 - Sep 27

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

Lee

P25,648

P28,649 total

includes taxes & fees

Sep 15 - Sep 16

A living room with a fireplace, leather sofas, and a dog.

A stone fountain surrounded by trees in a park setting.

2. The Inn at Stockbridge

Stockbridge

P24,405

P28,624 total

includes taxes & fees

Sep 15 - Sep 16

A two-story house with a brick entrance and a white facade.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

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.

3. 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.

P20,705

P25,047 total

includes taxes & fees

Sep 28 - Sep 29

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 a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

4. The Old Inn On The Green

Great Barrington

P20,694

P24,971 total

includes taxes & fees

Sep 15 - Sep 16

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 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

Williamstown

P12,181

P13,606 total

includes taxes & fees

Sep 15 - Sep 16

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

Metro Center

P8,974

P11,603 total

includes taxes & fees

Sep 28 - Sep 29

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

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.

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

7. The Central Downtown Inn & Suites

Pittsfield

Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.

P6,147

P6,867 total

includes taxes & fees

Oct 5 - Oct 6

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 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.

8. Hampton Terrace Inn

Lenox

P28,075

P31,360 total

includes taxes & fees

Oct 13 - Oct 14

View all properties

Top Western Massachusetts Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good

"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"

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."

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."

The Yankee Inn

The Yankee Inn

10/10 Excellent

"Loved the pond trail! What a nice shift after a long day on the road."

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

10/10 Excellent

"The front desk staff was so nice when we checked in. We were from out. Of State (California) we arrived in town early and tired from the red eye. Your staff worked hard on getting us a room for us. We are very thankful for their hospitality and service."

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."

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