A lake with a rocky shoreline and a forested island.

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Check availability on Western Massachusetts Ski Hotels

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.
A hotel lobby with a glass vase of white flowers on a table, red chairs, and a wooden reception desk.

1. Hotel Northampton

Hotel Northampton
Northampton
  • Alpine escape in the historic Hotel Northampton with nearby ski access and cozy fireside lounges.
NT$4,735
NT$5,289 total
includes taxes & fees
Oct 12 - Oct 13
Hotel Northampton
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

2. 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.
NT$3,386
NT$3,782 total
includes taxes & fees
Nov 1 - Nov 2
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.

3. The Ellery

The Ellery
Northampton
  • Winter wonders await at this charming bed & breakfast near ski areas, where crackling lobby fireplaces and mountain adventures combine.
NT$4,045
NT$4,518 total
includes taxes & fees
Oct 28 - Oct 29
The Ellery
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 bar area with a long counter, multiple bar stools, and a wooden accent wall.
A modern reception area with a wooden reception desk, seating area with sofas and chairs, and large windows providing natural light.

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.
NT$4,181
NT$4,785 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott West Springfield
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.
A modern interior with a large window, a wooden table, and bar stools.
A modern hotel building with the name "Hotel Downtown" on the facade.

5. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
NT$3,801
NT$4,245 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Downstreet, an Ascend Collection Hotel
A hotel entrance with a covered patio, a garden with colorful flowers, and a clear sky.
An indoor swimming pool with tiled flooring, a blue ceiling, and seating areas with tables and chairs.
A hotel with a well-maintained garden and a sign indicating it is a Homewood Suites by Hilton.
A buffet setup with various food options, a microwave, and a coffee station.

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 cozy fireplace.
NT$4,688
NT$5,237 total
includes taxes & fees
Oct 25 - Oct 26
Homewood Suites by Hilton Holyoke-Springfield/North
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.
A hallway with a collection of plates on the walls, leading to a staircase.
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.

7. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
NT$5,010
NT$6,310 total
includes taxes & fees
Nov 9 - Nov 10
The Porches Inn at Mass MoCA
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.
A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Ski adventures await in Great Barrington with mountain activities and a cozy indoor pool retreat after exploring Butternut slopes.
NT$4,580
NT$5,116 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
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.

9. 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.
NT$3,794
NT$4,238 total
includes taxes & fees
Nov 2 - Nov 3
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 wooden porch with a sign reading "OLD MILL" above a double door.
A modern living room with a wooden dining table, leather sofa, and a large window.

10. Old Mill Inn

Old Mill Inn
Hatfield
  • This historic, cozy bed & breakfast welcomes skiers with premium amenities and a perfect location for winter escapes.
NT$5,732
NT$6,403 total
includes taxes & fees
Nov 3 - Nov 4
Old Mill Inn
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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 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 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.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
NT$3,157
NT$3,526 total
includes taxes & fees
Oct 18 - Oct 19
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 white two-story house with a front door, windows, and a chimney.
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
NT$9,262
NT$11,177 total
includes taxes & fees
Nov 1 - Nov 2
The Old Inn On The Green
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 dining room with a large table set for a meal, surrounded by ornate chairs.
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 traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.

Hampton Terrace Inn

Hampton Terrace Inn
Lenox
NT$8,045
NT$8,987 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Terrace Inn
A large, two-story house with a well-maintained lawn and a fence.
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.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

Devonfield Inn B&B

Devonfield Inn B&B
Lee
NT$11,785
NT$13,164 total
includes taxes & fees
Nov 2 - Nov 3
Devonfield Inn B&B
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.

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
NT$12,198
NT$14,756 total
includes taxes & fees
Nov 1 - Nov 2
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
"it was beautiful, centrally located, perfect getaway"
Tara 1-night trip
Posted 13 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Hotel On North

Hotel On North

10/10 Excellent
"This is a great hotel. Large rooms, great amenities and a steak house restaurant that is superb. We like it so much we are staying an extra night."
alan 1-night trip
Posted 22 hours ago
Hotel On North
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Not enough bath clothes towels not enough outlets around the bed for people who have cpap or breathing problems."
Mark 1-night trip
Posted 2 days ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"
Joanne 1-night trip
Posted 3 days ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."
Leslie 2-night trip
Posted 4 days ago
Quality Inn Great Barrington
Marriott Springfield Downtown

Marriott Springfield Downtown

10/10 Excellent
"Newly-renovated rooms in what you can tell is an older property in downtown Springfield. Has full restaurant, bar, pool, and gym, so it's good for business and personal travelers alike. Walking distance to MGM casino and museums."
Romie 1-night trip
Posted 6 days ago
Marriott Springfield Downtown

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