A lake with a rocky shoreline and a forested island.

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Check availability on Western Massachusetts Ski 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 ski hotels

A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.
A hotel room with a desk, chair, lamp, and a large mirror. There is a staircase leading to an outdoor area with a railing.
A hotel room with two beds, a TV, a desk, and a chair.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.

1. Hotel Northampton

Hotel Northampton
Northampton
  • Alpine escape in the historic Hotel Northampton with nearby ski access and cosy fireside lounges.
₹14,029
₹15,670 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Northampton
A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.
A brick building with a sign reading "The Ellery."
A modern hotel room with a bed, sofa, dining table, and chairs.
A modern hotel room with a dining area, a sofa, a bed, and a TV.

2. The Ellery

The Ellery
Northampton
  • Winter wonders await at this charming bed & breakfast near ski areas, where crackling lobby fireplaces and mountain adventures combine.
₹11,964
₹13,364 total
includes taxes & fees
9 Nov - 10 Nov
The Ellery
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

3. The Yankee Inn

The Yankee Inn
Lenox
  • Embrace winter magic at this mountainside retreat offering an indoor pool, hot tub, and direct access to Bousquet Ski Area.
₹9,124
₹10,192 total
includes taxes & fees
27 Oct - 28 Oct
The Yankee Inn
An outdoor patio area with seating, a fire feature, and a view of the building's exterior.
A hotel room with two beds, a large window with a view of trees, and a wall mural.
A modern reception area with a wooden reception desk, seating area with sofas and chairs, and large windows providing natural light.
A modern bar area with a long counter, multiple bar stools, and a wooden accent wall.

4. Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
West Springfield
  • Winter sports enthusiasts find alpine charm in this well-appointed hotel with premium ski trails and pristine snow nearby.
₹12,388
₹14,178 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott West Springfield
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern hotel building with the name "Hotel Downtown" on the facade.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.

5. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
₹11,261
₹12,578 total
includes taxes & fees
17 Nov - 18 Nov
Hotel Downstreet, an Ascend Collection Hotel
A hotel room with two beds, a TV, a desk, and a window with curtains.
A hotel room with a sofa, a desk with a television, a chair, and a bed.
A spacious hotel dining area with multiple tables and chairs, a kitchen area, and a high ceiling with natural light.
A gym with weightlifting equipment, a bench, and a wall-mounted dumbbell rack.

6. Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
Holyoke
  • Mountain lodge ski adventure with easy access to nearby slopes and cosy fireplace.
₹16,887
₹18,863 total
includes taxes & fees
16 Nov - 17 Nov
Homewood Suites by Hilton Holyoke-Springfield/North
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."
A hallway with a collection of plates on the walls, leading to a staircase.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

7. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
₹12,784
₹16,390 total
includes taxes & fees
10 Nov - 11 Nov
The Porches Inn at Mass MoCA
An indoor swimming pool with a pool lift, a changing room, and a view of the outside.
A narrow hallway with two beverage dispensers and a snack shelf.
A hotel room with two beds, a desk with a flat-screen TV, a chair, and a bedside table with lamps.
A spacious dining area with multiple tables and chairs, a sofa, and patterned curtains.

8. Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown
South End
  • Embrace winter adventures with ski trails and outdoor pursuits just minutes from this cosy city centre retreat near the hall of fame.
₹9,957
₹11,296 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn & Suites Springfield/Downtown
A hotel patio with outdoor seating and a fire pit.
A modern reception area with a green textured wall, a reception desk, and a coffee machine.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A spacious living room with a large sofa, a coffee table, and a fireplace.

9. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
₹12,081
₹13,494 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Lenox Pittsfield
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

10. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
  • Crackling fireplaces warm rooms just minutes from Tanglewood's winter concerts in this historic B&B.
₹14,497
₹16,628 total
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires
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Choose what matters most at ski hotels in Western Massachusetts

Resort
4 stars
5 stars
Spa
Family-friendly

4-star ski hotels in Western Massachusetts

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 house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

Devonfield Inn B&B

Devonfield Inn B&B
Lee
₹34,859
₹38,937 total
includes taxes & fees
5 Nov - 6 Nov
Devonfield Inn B&B
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 room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A dining room with a large table set for a meal, surrounded by ornate chairs.

Hampton Terrace Inn

Hampton Terrace Inn
Lenox
₹20,679
₹23,099 total
includes taxes & fees
18 Nov - 19 Nov
Hampton Terrace Inn
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
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.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
₹9,352
₹10,446 total
includes taxes & fees
25 Oct - 26 Oct
The Central Downtown Inn & Suites
A dining area with round tables set for two, a fireplace, and a mural on the wall.
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 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.

The Old Inn On The Green

The Old Inn On The Green
Great Barrington
₹27,396
₹33,058 total
includes taxes & fees
5 Nov - 6 Nov
The Old Inn On The Green
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 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.

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
₹31,028
₹37,535 total
includes taxes & fees
6 Nov - 7 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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.
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Top Western Massachusetts Hotel Reviews

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

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