Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for The Berkshires ski hotels
1. The Yankee Inn
The Yankee InnLenox
9.2 out of 10, Wonderful, (1,007 reviews)
- Embrace winter magic at this mountainside retreat offering an indoor pool, hot tub, and direct access to Bousquet Ski Area.
The price is €125
includes taxes & fees
12 Dec - 13 Dec
2. Hotel On North
Hotel On NorthPittsfield
9.6 out of 10, Exceptional, (983 reviews)
The price is €116
includes taxes & fees
29 Nov - 30 Nov
3. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.2 out of 10, Wonderful, (1,000 reviews)
- Winter wonderland awaits at lakefront ski haven; fuel adventures with free breakfast and relax by panoramic waters.
The price is €107
includes taxes & fees
6 Dec - 7 Dec
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (857 reviews)
- Winter adventures await at riverside Holiday Inn Express in Great Barrington, steps away from premier ski slopes and hiking trails.
The price is €83
includes taxes & fees
9 Dec - 10 Dec
5. Quality Inn Great Barrington
Quality Inn Great BarringtonDowntown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
- Experience snowy adventures in Great Barrington with daily manager's reception and a hearty breakfast before hitting the slopes.
The price is €75
includes taxes & fees
1 Dec - 2 Dec
6. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
9.4 out of 10, Exceptional, (1,000 reviews)
- Crackling fireplaces warm rooms just minutes from Tanglewood's winter concerts in this historic B&B.
The price is €174
includes taxes & fees
15 Nov - 16 Nov
7. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (943 reviews)
- Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
The price is €60
includes taxes & fees
12 Nov - 13 Nov
8. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,268 reviews)
- Alpine retreat with ski adventures awaits at Berkshire Mountain Lodge in the snow-capped mountains.
The price is €96
includes taxes & fees
6 Dec - 7 Dec
9. The Whitlock
The WhitlockLenox
8.4 out of 10, Very good, (417 reviews)
The price is €128
includes taxes & fees
12 Nov - 13 Nov
10. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
8.8 out of 10, Excellent, (2,840 reviews)
- Explore ski paradise at Jiminy Peak with mountainside hot tubs and slope-view relaxation at this Williamstown family retreat.
The price is €90
includes taxes & fees
12 Nov - 13 Nov
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.