A person snowboarding down a snowy slope.

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

Tonight
13 Aug - 14 Aug
Tomorrow
14 Aug - 15 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for The Berkshires hotels with air conditioning

Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub
Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Superior Room, 1 King Bed, Jetted Tub
42-inch flat-screen TV with cable channels, TV

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
€160
includes taxes & fees
7 Sept - 8 Sept
The Yankee Inn
Property amenity
Grand Villa, 3 Bedrooms
Grand Villa, 3 Bedrooms
Exterior

2. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Marc
€130
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
Lobby
Exterior
Property entrance
Lobby

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Karilyn
€111
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge
Lake
Lake
Exterior
Lake

4. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
James
€130
includes taxes & fees
9 Sept - 10 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby
Lobby
Standard Room, 2 Queen Beds, Non Smoking
Standard Room, 2 Queen Beds, Non Smoking

5. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Lynn
€90
includes taxes & fees
2 Sept - 3 Sept
Quality Inn Great Barrington
Lobby lounge
Interior
Terrace/patio
Lobby

6. Berkshires Untold

Berkshires Untold
Lenox
United States
Ivana
€126
includes taxes & fees
8 Sept - 9 Sept
Berkshires Untold
Property grounds
Exterior
Pub
Exterior

7. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Merideth
€197
includes taxes & fees
13 Sept - 14 Sept
The Red Lion Inn
Exterior
Free daily buffet breakfast
Indoor pool
Lobby lounge

8. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Kathleen
€115
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby
Front of property – evening/night
Indoor pool, outdoor pool, pool umbrellas
Lobby sitting area

9. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
peter
€103
includes taxes & fees
2 Sept - 3 Sept
Vacation Village in the Berkshires
Property entrance
Library Suite, 1 King Bed
Lobby
Lobby sitting area

10. Hotel On North

Hotel On North
Pittsfield
United States
Dragana
€173
includes taxes & fees
9 Sept - 10 Sept
Hotel On North
View all properties

Top The Berkshires Hotel Reviews

The Yankee Inn

The Yankee Inn

8/10 Good
"We had a quick stay, but it was enjoyable. The room and common spaces were clean and modestly appointed. We sat by the fireplace and relaxed after our evening at Tanglewood. It was a great time!"
Christine 1-night trip
Posted 4 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Clean. Bed too soft but linens pleasant. Comfortable chair in room. Breakfast fine."
Leslie 1-night trip
Posted 12 hours ago
Quality Inn Great Barrington
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Nice!"
Sal 1-night trip
Posted 13 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"The staff were terrific from welcome to departure. Breakfast was diverse and tasty. The Inn location was great for Tanglewood and local restaurants. We intend to return should we be in that area again!"
John and Meryl 1-night trip
Posted 17 hours ago
The Cornell Inn, Lenox & The Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Quiet and serene. Great weekend escape!"
Christopher 2-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Hotel is currently under renovation which impacted parking and only 1 elevator available. Hotel staff, cleanliness and location excellent."
Myrna 1-night trip
Posted 3 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Little Lion

The Little Lion

10/10 Excellent
"Great location. Functional and affordable. Pet friendly."
Anne 2-night trip
Posted 7 days ago
The Little Lion
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 10 days ago
Howard Johnson by Wyndham Lenox
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
Michelle 2-night trip
Posted 2 weeks ago
FairBridge Inn Express

Frequently asked questions

How much do hotels with air conditioning in The Berkshires cost?
Hotels with air conditioning in The Berkshires range between €90 and €197 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 8.9, 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 €90 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