Hotels with Air Conditioning, The Berkshires Massachusetts

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Our top choices for The Berkshires hotels with air conditioning

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Desk, laptop workspace, iron/ironing board, WiFi (free)

1. The Yankee Inn

Lenox

Robert

P7,289

P8,141 total

includes taxes & fees

Sep 22 - Sep 23

2. Berkshire Mountain Lodge

Pittsfield

Robert

P4,993

P6,979 total

includes taxes & fees

Oct 1 - Oct 2

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

Lee

Susan

P7,839

P8,756 total

includes taxes & fees

Sep 24 - Sep 25

Premium bedding, minibar, in-room safe, desk

4. Hotel On North

Pittsfield

Drew

P8,845

P9,880 total

includes taxes & fees

Oct 18 - Oct 19

Premium bedding, pillowtop beds, in-room safe, desk

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

Great Barrington

Maria Dulce

P8,719

P9,739 total

includes taxes & fees

Sep 29 - Sep 30

Iron/ironing board, cribs (free), WiFi, bed sheets

6. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Linda

P7,339

P9,425 total

includes taxes & fees

Sep 21 - Sep 22

Indoor pool, outdoor pool, pool umbrellas

7. Vacation Village in the Berkshires

Williamstown

Sarah

P5,968

P7,355 total

includes taxes & fees

Sep 21 - Sep 22

8. Berkshires Untold

Lenox

Drue

P8,792

P9,821 total

includes taxes & fees

Sep 28 - Sep 29

View all properties

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"

The Red Lion Inn

8/10 Good

"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."

Quality Inn Great Barrington

10/10 Excellent

"Beds were comfortable but the pillows not so great but clean and quiet."

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"Clean, staff was great, and ample parking"

Frequently asked questions

How much do hotels with air conditioning in The Berkshires cost?

Hotels with air conditioning in The Berkshires range between P7,355 and P14,616 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 9.2, so you'll easily discover a place that suits your needs. Organizing 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 favorite. Whether you're planning a vacation 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 P7,355 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 travelers plenty of comfort and convenience, motels with air conditioning in The Berkshires are an affordable way to vacation with all the crew. If your travels are taking you to Williamstown, check out the availability at Maple Terrace Motel. It's 2 kilometers southeast of downtown and has amenities like mountain views and a garden. Another top option that has air conditioning is Cozy Corner Motel. It also offers a barbecue grill and a garden and is located about 3 kilometers north of the center 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 Vacations Oak n' Spruce Resort in the Berkshires, an IHG Hotel. This 3.5-stars option is a favorite 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 Center 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.

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Change your mind

Treat yourself

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Check availability on The Berkshires Hotels with Air Conditioning

Our top choices for The Berkshires hotels with air conditioning

1. The Yankee Inn

2. Berkshire Mountain Lodge

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

4. Hotel On North

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

6. Holiday Inn Club Vacations Oak 'n Spruce Resort

7. Vacation Village in the Berkshires

8. Berkshires Untold

9. Quality Inn Great Barrington

10. The Whitlock

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

The Red Lion Inn

Quality Inn Great Barrington

Best Western Plus Berkshire Hills Inn & Suites

Frequently asked questions

Explore a world of travel with Expedia

Hotels with Air Conditioning in The Berkshires, Massachusetts

Change your mind

Treat yourself

Be picky

Check availability on The Berkshires Hotels with Air Conditioning

Our top choices for The Berkshires hotels with air conditioning

1. The Yankee Inn

2. Berkshire Mountain Lodge

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

4. Hotel On North

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

6. Holiday Inn Club Vacations Oak 'n Spruce Resort

7. Vacation Village in the Berkshires

8. Berkshires Untold

9. Quality Inn Great Barrington

10. The Whitlock

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

The Red Lion Inn

Quality Inn Great Barrington

Best Western Plus Berkshire Hills Inn & Suites

Frequently asked questions

Explore a world of travel with Expedia