Ski Hotels & Resorts in Western Massachusetts

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Check availability on Western Massachusetts Ski Hotels

Best Western Massachusetts Ski Hotels

Our top choices for Western Massachusetts ski hotels

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is NZ$257
includes taxes & fees
22 Sept - 23 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Inn At Mount Snow
Lobby sitting area

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (21)
"Staff was so knowledgeable and welcoming. A great stay!"
The price is NZ$234
includes taxes & fees
26 Aug - 27 Aug
Inn At Mount Snow
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Wonderful place to stay"
The price is NZ$238
includes taxes & fees
22 Sept - 23 Sept
The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (585)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Very comfortable and a nice breakfast "
The price is NZ$209
includes taxes & fees
16 Sept - 17 Sept
Quality Inn
Chalet 239
Family Room | Living area

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (74)
"Teh staff were friendly and helpful. Immediately upon booking I received a text message from the staff letting me know someone was there to help with any questions. checking in was easy and the hotel was very clean. The room, beds and bathroom were all clean and well kept. The free breakfast was a plus. "
The price is NZ$253
includes taxes & fees
25 Aug - 26 Aug
Chalet 239
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (58)
"Great place"
Little Cat Lodge
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (640)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is NZ$305
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Lenox Pittsfield
Days Inn by Wyndham Torrington
Exterior

Days Inn by Wyndham Torrington

2.0 star property
7.4 out of 10, Good, (1001)
"Very comfortable for a weeks' stay. Good location "
The price is NZ$173
includes taxes & fees
4 Sept - 5 Sept
Days Inn by Wyndham Torrington
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (740)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel
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.

4* ski hotels in Western Massachusetts

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
The price is NZ$638
includes taxes & fees
23 Sept - 24 Sept
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.

Top Western Massachusetts Hotel Reviews

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

10/10 Excellent
"Great stay. Well balanced, clean, friendly. "
Derek 1-night trip
Posted 3 days ago
Hotel Downstreet, Ascend Hotel Collection