Beginning of main content

Book Cheap Hotels in The Berkshires

Wander Wisely with the Travelocity Price Match Guarantee

Wander Wisely with exceptional service, 24/7 support

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

Access exclusive hotel deals, only with the Travelocity app

Tonight Feb 17 - Feb 18
This weekend Feb 21 - Feb 23
Next weekend Feb 28 - Mar 1

Most Frequently Booked The Berkshires Hotels

Price for 1 night 2 adults*

$98

Mar 1 - Mar 2

Per night/room

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.
 
See Details
 
 
$71

Mar 6 - Mar 7

Per night/room

The Red Lion Inn

The Red Lion Inn

3.5 out of 5.0 30 Main Street, Stockbridge, MA
3.9/5
(7 Reviews)
This historic hotel includes 3 restaurants, an outdoor pool, and a fitness center. 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.
 
See Details
 
 
$99

Feb 23 - Feb 24

Per night/room

Holiday Inn & Suites Pittsfield-Berkshires

Holiday Inn & Suites Pittsfield-Berkshires

3.5 out of 5.0 One West Street, Pittsfield, MA
3.8/5
(4 Reviews)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Enjoy the health club and perks like free self parking.
 
See Details
 
 

Top Cheap The Berkshires Hotel Deals

Price for 1 night 2 adults*

$46

Feb 20 - Feb 21

Per night/room

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.
 
See Details
 
 
$45

Feb 18 - Feb 19

Per night/room

Wagon Wheel Inn

Wagon Wheel Inn

2.0 out of 5.0 484 Pittsfield Rd, PO Box 808, Lenox, MA
3.2/5
(8 Reviews)
A spa tub is featured at this motel, along with free self parking. WiFi in public areas is free. Express check-out is provided and the front desk is staffed around-the-clock.
 
See Details
 
 
$60

Feb 24 - Feb 25

Per night/room

Lantern House Motel

Lantern House Motel

2.5 out of 5.0 256 Stockbridge Road, Great Barrington, MA
4.4/5
(17 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.
 
See Details
 
 

Top Luxury The Berkshires Hotel Deals

Price for 1 night 2 adults*

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 garden, a library, and a picnic area are also on offer.
 
See Details
 
 
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.
 
See Details
 
 
$119

Feb 18 - Feb 19

Per night/room

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.
 
See Details
 
 
See all 382 Properties in The Berkshires

Other Travelers Recently Booked These The Berkshires Hotels

The Black Swan Inn, Ascend Hotel Collection 3.0 out of 5.0

Booked 1 hour ago
Open The Black Swan Inn, Ascend Hotel Collection hotel page

Hilton Garden Inn Lenox Pittsfield 3.0 out of 5.0

Booked 2 hours ago
Open Hilton Garden Inn Lenox Pittsfield hotel page

Holiday Inn Berkshires 3.0 out of 5.0

Booked 2 hours ago
Open Holiday Inn Berkshires hotel page

The Orchards Hotel 3.5 out of 5.0

Booked 3 hours ago
Open The Orchards Hotel hotel page

Lantern House Motel 2.5 out of 5.0

Booked 3 hours ago
Open Lantern House Motel hotel page

Yankee Inn 2.5 out of 5.0

Booked 6 hours ago
Open Yankee Inn hotel page

Hampton Inn & Suites Berkshires Lenox 2.5 out of 5.0

Booked 6 hours ago
Open Hampton Inn & Suites Berkshires Lenox hotel page

Vacation Village in the Berkshires 3.0 out of 5.0

Booked 9 hours ago
Open Vacation Village in the Berkshires hotel page

Holiday Inn & Suites Pittsfield-Berkshires 3.5 out of 5.0

Booked 9 hours ago
Open Holiday Inn & Suites Pittsfield-Berkshires hotel page
Map

How much is a hotel room in The Berkshires?

Hotels in The Berkshires start at $45 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

The Williams Inn

5.0 Travelocity Verified Review
The property is new and well-designed. The staff was very friendly and we were pleased with the little amenities that made our trip that much more comfortable - bubbly water, tea, and coffee stations, fruit essence- water stations, a good workout room, and a lovely outdoor gas fire feature.
4 days ago by A verified traveler from Manchester, Ma
Open The Williams Inn hotel guest reviews

Cranwell Spa and Golf Resort

4.0 Travelocity Verified Review
I understand the resort is under renovations, but the cable did not work very well, the heat in the room would not turn on above 71 degrees and there were no extra blankets in the room. Given I was staying in Massachusetts in January, extra blankets should always be in the room. The room was very clean and newly renovated and looked amazing. If the other things were fixed I would stay there again.
4 weeks ago by A verified traveler from New Hope, Pa
Open Cranwell Spa and Golf Resort hotel guest reviews

Super 8 by Wyndham Lee/Berkshires/Outlet Area

3.0 Travelocity Verified Review
Place was nearly empty and we were given what must be the nosiest room in the hotel, right next to the main road. Seems like they could have given us something quieter. That said, everything else was fine.
1 month ago by A verified traveler
Open Super 8 by Wyndham Lee/Berkshires/Outlet Area hotel guest reviews

Holiday Inn Berkshires

4.0 Travelocity Verified Review
Friendly and helpful employees. Quiet rooms. Great location for my visit to MASS MOCA.
2 months ago by A verified traveler
Open Holiday Inn Berkshires hotel guest reviews

Holiday Inn & Suites Pittsfield-Berkshires

5.0 Travelocity Verified Review
Easy to find right in the center of town. Fast check in
2 months ago by A verified traveler
Open Holiday Inn & Suites Pittsfield-Berkshires hotel guest reviews

Jiminy Peak Mountain Resort

5.0 Travelocity Verified Review
I loved my suite with kitchen, separate living room and bedroom with spectacular views. Gary, particularly was very helpful to me in finding transportation because I do not drive. However, overall the feeling was that the employees (all) truly want to be helpful and are friendly.
3 months ago by A verified traveler
Open Jiminy Peak Mountain Resort hotel guest reviews

An Airport

An Attraction

*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.