A lake with a rocky shoreline and a forested island.

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Check availability on Western Massachusetts Ski Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Western Massachusetts ski hotels

Two Adirondack chairs facing a river with a forested hill in the background.
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.

1. 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.
£74
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.
A modern hotel room with a dining area, a sofa, a bed, and a TV.
A hotel room with a bed, a sofa, a dining table, and a chair. There are two nightstands with lamps and a framed picture on the wall.
A modern hotel room with a bed, sofa, dining table, and chairs.

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.
£106
includes taxes & fees
9 Nov - 10 Nov
The Ellery
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.
A dining area with large windows, wooden furniture, and a view of a lake.

3. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
  • Winter wonderland awaits at lakefront ski haven; fuel adventures with free breakfast and relax by panoramic waters.
£91
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A view of a red building by a waterway through a window.
A yellow multi-story building with a water feature in front.
A modern living room with a wooden dining table, leather sofa, and a large window.
A bar area with wooden stools, a long counter, and potted plants.

4. Old Mill Inn

Old Mill Inn
Hatfield
  • This historic, cosy bed & breakfast welcomes skiers with premium amenities and a perfect location for winter escapes.
£144
includes taxes & fees
17 Nov - 18 Nov
Old Mill Inn
A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.
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 lobby with a glass vase of white flowers on a table, red chairs, and a wooden reception desk.

5. Hotel Northampton

Hotel Northampton
Northampton
  • Alpine escape in the historic Hotel Northampton with nearby ski access and cosy fireside lounges.
£124
includes taxes & fees
26 Oct - 27 Oct
Hotel Northampton
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A hallway with a collection of plates on the walls, leading to a staircase.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

6. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
£131
includes taxes & fees
24 Nov - 25 Nov
The Porches Inn at Mass MoCA
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A hotel room with a wooden desk, a flat-screen TV, a coffee maker, a blue chair, and a lamp.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.
Living area

7. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Ski the Berkshires and warm up in the indoor pool after hitting nearby slopes at this art deco hotel nestled in rural Lenox.
£92
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn & Suites Berkshires-Lenox
A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A library with bookshelves, a television, and two armchairs.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

8. Hotel On North

Hotel On North
Pittsfield
£100
includes taxes & fees
8 Nov - 9 Nov
Hotel On North
A modern hotel lobby with seating areas, tables, and a reception desk.
A kitchenette with a microwave, coffee maker, and coffee cups.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A breakfast bar with a variety of food options including cereal, fruit, and yogurt.

9. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Winter adventures await at riverside Holiday Inn Express in Great Barrington, steps away from premier ski slopes and hiking trails.
£75
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A two-story house with a large porch and multiple windows, surrounded by autumn foliage.
A bedroom with a bed, two bedside tables, a window with a view of autumn trees, and wall-mounted sconces.
A hallway with two doors, one labeled '3' and the other '2', and a wall-mounted light fixture.
A modern kitchen with a central island, bar stools, a refrigerator, and a dining area with a sofa and a table.

10. Shelburne Springs Hotel

Shelburne Springs Hotel
Shelburne Falls
£180
includes taxes & fees
27 Oct - 28 Oct
Shelburne Springs Hotel
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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 bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
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 dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

Devonfield Inn B&B

Devonfield Inn B&B
Lee
£308
includes taxes & fees
2 Nov - 3 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 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.

Hampton Terrace Inn

Hampton Terrace Inn
Lenox
£183
includes taxes & fees
17 Nov - 18 Nov
Hampton Terrace Inn
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 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.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
£83
includes taxes & fees
27 Oct - 28 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 white two-story house with a front door, windows, and a chimney.

The Old Inn On The Green

The Old Inn On The Green
Great Barrington
£262
includes taxes & fees
1 Nov - 2 Nov
The Old Inn On The Green
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 cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

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
£339
includes taxes & fees
7 Nov - 8 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

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great"
Sharath 1-night trip
Posted 22 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"
Anne Marie 2-night trip
Posted 1 day ago
Quality Inn Great Barrington

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