Find Ski Hotels in The Berkshires, MA
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25 Sep - 27 SepOur top choices for The Berkshires ski hotels
1. The Yankee Inn
The Yankee InnLenox
- Embrace winter magic at this mountainside retreat offering an indoor pool, hot tub, and direct access to Bousquet Ski Area.
AED 426
AED 476 total
includes taxes & fees
22 Sep - 23 Sep
2. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Alpine retreat with ski adventures awaits at Berkshire Mountain Lodge in the snow-capped mountains.
AED 292
AED 409 total
includes taxes & fees
1 Oct - 2 Oct
3. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
- Winter wonderland awaits at lakefront ski haven; fuel adventures with free breakfast and relax by panoramic waters.
AED 459
AED 513 total
includes taxes & fees
23 Sep - 24 Sep
AED 518
AED 578 total
includes taxes & fees
18 Oct - 19 Oct
5. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
- Winter adventures await at riverside Holiday Inn Express in Great Barrington, steps away from premier ski slopes and hiking trails.
AED 474
AED 529 total
includes taxes & fees
20 Sep - 21 Sep
6. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
- Alpine ski resort getaway awaits with 4 pools, mini-golf, and endless winter adventures in the beautiful Berkshires.
AED 430
AED 552 total
includes taxes & fees
21 Sep - 22 Sep
7. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
- Explore ski paradise at Jiminy Peak with mountainside hot tubs and slope-view relaxation at this Williamstown family retreat.
AED 349
AED 431 total
includes taxes & fees
21 Sep - 22 Sep
AED 509
AED 569 total
includes taxes & fees
20 Sep - 21 Sep
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4-star ski hotels in The Berkshires
AED 360
AED 402 total
includes taxes & fees
8 Oct - 9 Oct
AED 804
AED 898 total
includes taxes & fees
21 Sep - 22 Sep
AED 1,212
AED 1,463 total
includes taxes & fees
20 Sep - 21 Sep
AED 1,612
AED 1,801 total
includes taxes & fees
20 Sep - 21 Sep
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 ChesterwoodStockbridge
AED 1,287
AED 1,557 total
includes taxes & fees
1 Oct - 2 Oct
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.
View all propertiesTop The Berkshires Hotel Reviews
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
The Red Lion Inn
8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Quality Inn Great Barrington
10/10 Excellent
"Beds were comfortable but the pillows not so great but clean and quiet."
Hotel On North
10/10 Excellent
"Great location, clean room!"
Best Western Plus Berkshire Hills Inn & Suites
8/10 Good
"Clean, staff was great, and ample parking"
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