Hotels in The Berkshires

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

Tonight
Jun 22 - Jun 23
Tomorrow
Jun 23 - Jun 24
Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6

Where to stay in The Berkshires?

The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (313)
The price is CNY1,118
CNY1,249 total
includes taxes & fees
Jun 30 - Jul 1
The Dewey
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:Jul 4 - Jul 6

Image gallery for Hilton Garden Inn Lenox Pittsfield

Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2/10Wonderful (635 reviews)
15% off
Price is CNY3,962
CNY8,850 total
includes taxes & fees
Hilton Garden Inn Lenox Pittsfield

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

Immerse yourself in world-class culture at Tanglewood, summer home of the Boston Symphony Orchestra. Explore Norman Rockwell's iconic Americana at his museum in Stockbridge, then hike scenic trails in Mount Greylock State Reservation.

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.