Beginning of main content

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Tonight Jul 6 - Jul 7
This weekend Jul 10 - Jul 12
Next weekend Jul 17 - Jul 19

Most Frequently Booked The Berkshires Hotels

$101
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3.0 out of 5.0 1032 South Street, Pittsfield, MA
4.7/5
(3 Reviews)
This hotel features an indoor pool, a fitness center, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
 
$110
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 out of 5.0 435 Laurel St, Lee, MA
4.5/5
(4 Reviews)
This hotel features a restaurant, a 24-hour fitness center, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A picnic area and a computer station are also provided.
 
$127
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 out of 5.0 276 Brodie Mountain Rd, Hancock, MA
4/5
(28 Reviews)
This condo features an outdoor pool and an indoor pool. Enjoy the health club and perks like free self parking and free WiFi. A business center, a terrace, and a garden are also on offer.
 

Top Cheap The Berkshires Hotel Deals

$63
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 out of 5.0 42 Stockbridge Rd, West Stockbridge, MA
2.8/5
(13 Reviews)
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
 
$55
Wagon Wheel Inn

Wagon Wheel Inn

2.0 out of 5.0 484 Pittsfield Rd, PO Box 808, Lenox, MA
3/5
(9 Reviews)
A spa tub is featured at this motel, along with free self parking. WiFi in public areas is free. Express check-out is also provided.
 
$69
Lantern House Motel

Lantern House Motel

2.5 out of 5.0 256 Stockbridge Road, Great Barrington, MA
4.3/5
(18 Reviews)
An outdoor pool is featured at this motel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden and a picnic area are also provided.
 

Top Luxury The Berkshires Hotel Deals

Get Rates
1862 Seasons on Main Bed and Breakfast

1862 Seasons on Main Bed and Breakfast

4.5 out of 5.0 47 Main Street, Stockbridge, MA
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center, laundry service, and airport shuttle. A restaurant, a garden, and a library are also provided.
 
Get Rates
Stockbridge Country Inn

Stockbridge Country Inn

4.5 out of 5.0 26 Glendale Road, RR 183, Stockbridge, MA
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
 
Get Rates
The Orchards Hotel

The Orchards Hotel

3.5 out of 5.0 222 Adams Rd, Williamstown, MA
3.8/5
(6 Reviews)
This hotel features a fitness center and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
 
Map

How much is a hotel room in The Berkshires?

Hotels in The Berkshires start at $55 per night. Prices and availability subject to change. Additional terms may apply.

The Berkshires Hotel & Travel Guide

Are you on the hunt for a getaway that's truly away from it all? You can't go wrong with a trip to The Berkshires. With its abundance of lush forests, gently sloping hills, and cultural amenities, you'll be hard pressed to find a lovelier place. Choose from among many daily Albany flights to get there in no time, and get ready to explore all of Massachusetts' most magnificent wonders.

Out and About in The Berkshires

Start your tour of The Berkshires by enjoying the gorgeous scenery. To get the best views, climb Mount Greylock. If you can make it to the top, then congratulations! You'll be at the highest point in all of Massachusetts—take in breathtaking views of the dramatic landscape. After your trek, see fascinating exhibits at the Massachusetts Museum of Contemporary Art (MOCA). If art galleries aren't your thing, then be sure to stop by MoCA to check out the live events. Whether you're into theater, musical performance, or films, you're sure to find something you'll enjoy. Afterwards, head back to your The Berkshires hotel to unwind.

Eating and Drinking

Feeling a bit famished? Go to Great Barrington to find the highest concentration of great restaurants in The Berkshires. You'll find that most menus place an emphasis on serving up classic American comfort food. Go ahead and pig out on a burger and fries or some fresh lobster. If you're looking for the hippest bars, stick around Great Barrington. The bars here are cozy and small but offer innovative cocktails in an inviting atmosphere. Be sure to try out a frozen whisky lemonade. They're absolutely delicious. After a great night, rest up at any of the charming hotels in The Berkshires.

Ready to relax in style at the best hotels in The Berkshires? Thanks to Travelocity, it's never been easier to book your ideal getaway. You can search more than 510,000 hotels and 400 airlines to find the perfect vacation package to The Berkshires. You're sure to be enchanted on your holiday to rural Massachusetts.


Recent The Berkshires Hotel Reviews By Fellow Wanderers


*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.