The Berkshires Hotel Guide - Hotels with Air Conditioning in The Berkshires, Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with Air Conditioning

Our top choices for The Berkshires hotels with air conditioning

Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is €94
includes taxes & fees
19 May - 20 May
The Yankee Inn
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (938 reviews)
"Great stay!"
United States
Aditya
The price is €95
includes taxes & fees
13 May - 14 May
Berkshires Untold
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (931 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is €102
includes taxes & fees
24 May - 25 May
Berkshire Mountain Lodge
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,355 reviews)
"great stay. "
United States
John
The price is €91
includes taxes & fees
17 May - 18 May
Vacation Village in the Berkshires
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,013 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is €80
includes taxes & fees
17 May - 18 May
Quality Inn Great Barrington
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,010 reviews)
"Nice location. Can rent their pontoon boat."
United States
Paul
The price is €121
includes taxes & fees
17 May - 18 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (850 reviews)
"It was an absolute pleasure to stay! We enjoyed ourselves and felt very comfortable"
United States
philip
The price is €160
includes taxes & fees
17 May - 18 May
Hotel On North
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"enjoy your vacation"
United States
lev
The price is €141
includes taxes & fees
18 May - 19 May
The Cornell Inn, Lenox & The Berkshires
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (764 reviews)
"Nice clean room, clean and well maintained breakfast was tasteful each day. Desk Clerk very helpful in giving out direction, Breaksfast person, very friendly. Hotel is centrally located, shop and restaurant nearby"
United States
Berdest
The price is €118
includes taxes & fees
27 May - 28 May
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (453 reviews)
"Everything was excellent"
United States
Barbara
The price is €101
includes taxes & fees
13 May - 14 May
Shaker Mill Inn
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.
View all properties

Top The Berkshires Hotel Reviews

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"Good"
Michael 1-night trip
Posted 14 hours ago
Monument Mountain Motel

Frequently asked questions

How much do hotels with air conditioning in The Berkshires cost?
Hotels with air conditioning in The Berkshires range between €80 and €160 per night. These escapes provide the comfort you desire at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with air conditioning in The Berkshires?
There are multiple hotels with air conditioning in The Berkshires with a total average guest review rating of 9.1, so you'll easily discover a place that suits your needs. Organising a trip to Lenox? Look into Hotel On North. This highly rated 3.5-stars hotel features air conditioning to ensure a comfortable time, mountain views and laundry services. Hilton Garden Inn Lenox Pittsfield is another popular air-conditioned property with visitors to the area. A terrace and a swimming pool. Are other helpful amenities at this 3-stars option in Lenox.
How many hotels with air conditioning are there in The Berkshires?
Browse through our 105 hotels with air conditioning in The Berkshires and then select your favourite. Whether you're planning a holiday with all the fam or jet-setting with friends, with Expedia, your perfect stay is just clicks away.
What are the best cheap hotels with air conditioning in The Berkshires?
It all depends on which part of The Berkshires you want to visit! If you're headed to Lenox, Hampton Inn & Suites Berkshires-Lenox is a wonderful choice. Besides air conditioning, this pocket-friendly escape has pool sun loungers and mountain views. Spending some time in Williamstown? Berkshire Valley Inn is a thrifty getaway with AC in this city. Mountain views and front desk services are other amenities at this stay. Hotels with air conditioning start at €80 per night, which means your getaway doesn't have to make a big dent in your finances! Love to sightsee around The Berkshires without the high admission prices? Add some terrific free attractions to your itinerary, like Canoe Meadows Wildlife Sanctuary in Lenox. Williamstown also has plenty of things to do that don't cost anything, including Mount Greylock. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top motels with air conditioning in The Berkshires?
Offering travellers plenty of comfort and convenience, motels with air conditioning in The Berkshires are an affordable way to holiday with all the crew. If your travels are taking you to Williamstown, check out the availability at Maple Terrace Motel. It's 2 kilometres southeast of downtown and has amenities like mountain views and a garden. Another top option that has air conditioning is Cosy Corner Motel. It also offers a barbecue grill and a garden and is located about 3 kilometres north of the centre of Williamstown.Lenox has all kinds of fantastic attractions. Stop by Norman Rockwell Museum and Bousquet Ski Area when it's time to see the sights.
Are there any family-friendly hotels with air conditioning in The Berkshires?
Yes, so gather the family and make plans for your next getaway in The Berkshires! If Lenox is your chosen destination, make a booking at Holiday Inn Club Holidays Oak n' Spruce Resort in the Berkshires, an IHG Hotel. This 3.5-stars option is a favourite family-friendly retreat with air conditioning. In addition, it comes with a playground and miniature golf. Another great choice is The Black Swan Lee - Lenox, Ascend Hotel Collection. Also in Lenox, it has a 3-stars rating and includes complimentary breakfast, WiFi and air conditioning. After you've checked in to your room, it's time to get to know Lenox. Enjoy memorable moments at family-friendly attractions such as Hancock Shaker Village and Berkshire Museum.
Are there any 5-star hotels with air conditioning in The Berkshires?
There aren't any 5-star hotels with air conditioning in The Berkshires. But you will find some 4-star getaways that offer what you're looking for. If you're headed to the vibrant city of Lenox, you can't pass up Garden Gables Inn. Treatment rooms and concierge services are just two of its many conveniences. Also consider Hampton Terrace Inn. Air conditioning, a swimming pool and a terrace help make this 4-star property in Lenox a comfortable base.
Why book your hotel with air conditioning in The Berkshires with Expedia?
Expedia has epic deals on hotels with air conditioning in The Berkshires. If you have a certain budget, choose how much you're willing to spend and the preferred star rating of your hotel. Then use our handy filters to search for air-conditioned digs with amenities like a pool or free WiFi. We'll help you find the right stay whatever your bank balance or plans.
How can I find cheap hotels with air conditioning in The Berkshires?
With Expedia's helpful filter tool, sourcing cheap hotels with air conditioning in The Berkshires couldn't be simpler. To view properties with AC that'll make your wallet smile, narrow down your search by budget and star rating.
What is there to do in The Berkshires near my hotel with air conditioning?
The best accessory to pack for your The Berkshires escape is a well-thought-out itinerary! Shakespeare and Company, Pleasant Valley Wilderness Sanctuary and Tanglewood Music Centre are some of the most popular things to do if you're visiting Lenox. Williamstown is also packed with superb attractions, such as Sterling and Francine Clark Art Institute. Need more ideas for your to-do list? Visit Williams College Museum of Art and Williamstown Historical Museum too.

Explore a world of travel with Expedia