Ski Hotels & Resorts in The Berkshires from NZ$189
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18 Sept - 20 SeptOur 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, spa pool, and direct access to Bousquet Ski Area.
NZ$220
includes taxes & fees
22 Sept - 23 Sept
2. 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.
NZ$242
includes taxes & fees
27 Sept - 28 Sept
3. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Alpine retreat with ski adventures awaits at Berkshire Mountain Lodge in the snow-capped mountains.
NZ$189
includes taxes & fees
1 Oct - 2 Oct
4. 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.
NZ$251
includes taxes & fees
15 Sept - 16 Sept
5. 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.
NZ$228
includes taxes & fees
14 Sept - 15 Sept
7. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
- Ski adventures await in Great Barrington with mountain activities and a cosy indoor pool retreat after exploring Butternut slopes.
NZ$305
includes taxes & fees
10 Sept - 11 Sept
8. 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.
NZ$192
includes taxes & fees
27 Sept - 28 Sept
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4-star ski hotels in The Berkshires
NZ$188
includes taxes & fees
8 Sept - 9 Sept
NZ$677
includes taxes & fees
8 Sept - 9 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
NZ$679
includes taxes & fees
28 Sept - 29 Sept
NZ$758
includes taxes & fees
8 Sept - 9 Sept
NZ$426
includes taxes & fees
10 Sept - 11 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
10/10 Excellent
"The room was spotless and very comfortable. The bed was super comfortable and the shower was nice. The whole property was well kept and the country store is worth a look. We would definitely stay there again!"
FairBridge Inn Express
8/10 Good
"great value"
Vacation Village in the Berkshires
10/10 Excellent
"X"
Willows Motel Williamstown
10/10 Excellent
"Great little motel that was the perfect stay for a quick overnight trip"
Quality Inn Great Barrington
10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."
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