Hotels in The Berkshires

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Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 16 - May 18
Next weekend
May 23 - May 25

Where to stay in The Berkshires?

The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (450)
The price is $81
$91 total
includes taxes & fees
May 18 - May 19
The Constance by the Lenox Collection
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.

Great weekend hotel deals in The Berkshires, MA

Showing deals for:May 23 - May 25

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

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

4.5 star property
Stockbridge
9.2/10Wonderful (105 reviews)
10% off
Price is $1,375
$568 nightly
$1,375 total
Total includes taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Top landmarks in The Berkshires

A road near Tanglewood. Driving through the Berkshires is never a disappointing #roadtrip

Tanglewood Music Center

Tanglewood Music Center is 1.3 mi (2 km) from central Lenox, why not stop by during your stay. If you enjoy the show and want to see another, Shakespeare and Company and Berkshire Theatre Festival are both not far.

See properties in Tanglewood Music Center
Tanglewood Music Center

Learn more about The Berkshires

The Berkshires is applauded for its entertainment and museums with such cultural attractions as Jacob's Pillow and Animagic Museum of Animation. The city has something for everyone including sights like Otis Ridge and Ashintully Gardens within a scenic setting.

See all hotels in The Berkshires
The Berkshires which includes snow and snow boarding
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

Frequently asked questions

Can I book a refundable hotel in The Berkshires?
If you want the flexibility to change your plans to The Berkshires, most hotels offer refundable* rates you can book. You can see these properties by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay in The Berkshires if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 447 vacation homes. In addition, there are 57 apartments and 70 condos.
Why should I book my The Berkshires hotel with Hotels.com?
There are lots of reasons to book your The Berkshires trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.