Hotels in The Berkshires

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Check prices for these dates

Tonight
May 28 - May 29
Tomorrow
May 29 - May 30
This weekend
May 30 - Jun 1
Next weekend
Jun 6 - Jun 8

Where to stay in The Berkshires?

The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1003)
$116 nightly
The price is $130
May 29 - May 30
Total includes taxes and fees
The Yankee, Trademark Collection by Wyndham
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:Jun 6 - Jun 8

Image gallery for Hilton Garden Inn Lenox Pittsfield

Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2/10Wonderful (631 reviews)
15% off
Price is $758
$339 nightly
$758 total
Total includes taxes and 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

You can get tickets for a performance at Tanglewood Music Center during your trip to Lenox. While you're in the area, stroll along the lakeside.

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

What accommodations do travelers recommend in The Berkshires?
Granville House, Devonfield Inn B&B and Inn at Kenmore Hall are all accommodations that are popular with guests.
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.
Which The Berkshires hotels do travelers like for their great location?
Our guests rave about the location of these properties: The Black Swan Lee - Lenox, Ascend Hotel Collection, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel and Yankee Inn. For quiet surroundings, guests like Courtyard by Marriott Lenox Berkshires.
Where should I stay in The Berkshires if I want a cheap accommodation?
A few inexpensive options worth considering are Yankee Inn, Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel and Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires. You may want to browse more choices on our site, including 23 motels.
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.