Search Ski Hotels in The Berkshires
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14 Aug - 16 AugOur 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.
₹16,648
₹18,595 total
includes taxes & fees
10 Aug - 11 Aug
2. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
- Experience snowy adventures in Great Barrington with daily manager's reception and a hearty breakfast before hitting the slopes.
₹8,814
₹9,845 total
includes taxes & fees
1 Sept - 2 Sept
3. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
- Ski Lee's winter magic with cosy comfort just minutes from thrilling slopes, plus complimentary breakfast to fuel your adventures.
₹9,716
₹10,852 total
includes taxes & fees
31 Aug - 1 Sept
4. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Alpine retreat with ski adventures awaits at Berkshire Mountain Lodge in the snow-capped mountains.
₹10,169
₹13,484 total
includes taxes & fees
30 Aug - 31 Aug
5. The Red Lion Inn
The Red Lion InnStockbridge
- Step into winter wonderland at this historic hotel, where skiing adventures and mountain relaxation unite just steps from scenic trails.
₹16,492
₹23,148 total
includes taxes & fees
23 Aug - 24 Aug
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.
₹12,757
₹16,109 total
includes taxes & fees
1 Sept - 2 Sept
7. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
- Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
₹8,134
₹9,085 total
includes taxes & fees
1 Sept - 2 Sept
8. 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.
₹8,847
₹10,925 total
includes taxes & fees
12 Aug - 13 Aug
View all properties
4-star ski hotels in The Berkshires
₹8,670
₹9,684 total
includes taxes & fees
3 Sept - 4 Sept
₹37,005
₹41,334 total
includes taxes & fees
3 Sept - 4 Sept
₹30,328
₹36,597 total
includes taxes & fees
1 Sept - 2 Sept
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
₹31,409
₹37,995 total
includes taxes & fees
24 Aug - 25 Aug
₹25,428
₹28,404 total
includes taxes & fees
3 Sept - 4 Sept
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
Jiminy Peak Mountain Resort
8/10 Good
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge in the wall seemingly caused by the corner of the armchair beneath it. It seems that could/should have been repaired before out arrival. And the dated counertops and fixtures are showing their age. That said, so am I! On the plus side: the iconic scenery, the friendly helpful staff, and the amenities. All in all, a good value for a family getaway. I would definitely recommend the prolerty overall."
Vacation Village in the Berkshires
8/10 Good
"My stay was very nice and comfortable. The room was clean, the staff were friendly."
The Yankee Inn
8/10 Good
"Great standard hotel room. Clean and responsive housekeeping."
The Red Lion Inn
10/10 Excellent
"Escaped into another world on each floor's hallway-the memorabilia and artwork spoke of an honest, New England history. The atmosphere was perfect for a genuine, original immersion into New England's past and LOVED going up and down the 150yr old elevator! Meals delicious w/excellent service. Only one issue we had: the AC in the room was difficult to adjust and were quite chilled even w/turning the thermostat up to 80 deg!!!!!!!!! as suggested by the front desk. Shall make this a yearly visit!"
Best Western Plus Berkshire Hills Inn & Suites
10/10 Excellent
"Need an extra chair in handicap rooms"
Quality Inn Great Barrington
10/10 Excellent
"Very nice front desk staff-courteous, upbeat, helpful. Room was clean but leftover trash in bin and no ice tray in refrigerator. VERY comfortable bed. Train in middle of the night was a throwback experience to a different age-i liked it but some would be frightened of the noise. Excellent location."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Parking"
Hotel Downstreet, an Ascend Collection Hotel
8/10 Good
"Room was clean and staff was nice. Air conditioner was a little noisy"
FairBridge Inn Express
10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
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