Find Hotels with Air Conditioning in Pittsfield, MA

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Top Pittsfield Hotels with Air Conditioning

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1005)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$93 nightly
The price is $104
Dec 7 - Dec 8
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
$91 nightly
The price is $102
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (978)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$92 nightly
The price is $103
Dec 12 - Dec 13
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (777)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$108 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
Berkshire Mountain Lodge
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
$103 nightly
The price is $115
Dec 14 - Dec 15
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
$85 nightly
The price is $95
Dec 7 - Dec 8
Total with taxes and fees
The Central Downtown Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
$82 nightly
The price is $92
Dec 11 - Dec 12
Total with taxes and fees
Berkshire Inn
Front of property - evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (803)
"Clean room and staff was super friendly"
United States
Yuen
$133 nightly
The price is $149
Dec 22 - Dec 23
Total with taxes and fees
Hotel On North
Fridge, microwave, oven, stovetop
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
Pittsfield
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
$441 nightly
The price is $493
Dec 6 - Dec 7
Total with taxes and fees
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Exterior
Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak

Hancock
10.0 out of 10, Exceptional, (16)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
$1,026 nightly
The price is $1,111
Dec 9 - Dec 10
Total with taxes and fees
Hancock Village Inn Near Jiminy Peak
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.
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Top Pittsfield Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"All of the above "
Lois 1-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Frequently asked questions

How much do hotels with air conditioning in Pittsfield cost?
Prices for hotels with air conditioning in Pittsfield range between $92 and $1,111 per night. No matter your budget, you'll be sure to find the perfect place to enjoy a vacay in air-conditioned comfort. 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 Pittsfield?
Travelers prefer staying at Hotel On North. Kick back at this 3.5-stars getaway which features mountain views and WiFi. Hilton Garden Inn Lenox Pittsfield is another sought-after option where you can return to air-conditioned rooms after touring the city. An electric car charging station and a terrace are among the amenities at this 3-stars property. You can pick from multiple hotels with air conditioning in Pittsfield that have a total average guest review rating of 8.7.
How many hotels with air conditioning are there in Pittsfield?
Pittsfield has 10 hotels with air-conditioned rooms. To help you find the ideal digs, take advantage of our filters to search for other amenities or perks you want.
What are the best cheap hotels with air conditioning in Pittsfield?
Hotels with air conditioning start at $92 per night, so your Pittsfield vacation doesn't have to stretch your finances! Hampton Inn & Suites Berkshires-Lenox is a pocket-friendly option that comes with loads of amenities, including a swimming pool and mountain views. The Yankee, Trademark Collection by Wyndham is another of our popular economical hotels with AC. Handy amenities here include mountain views and a barbecue grill. If you'd like to hold on to your hard-earned money and still enjoy the best of Pittsfield, add a few fun and free attractions to your travel plans. Wahconah Falls State Park and Canoe Meadows Wildlife Sanctuary are always popular among visitors. 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.
Are there any family-friendly hotels with air conditioning in Pittsfield?
Many travelers after a family-friendly hotel with air conditioning in Pittsfield go for The Black Swan Lee - Lenox, Ascend Hotel Collection. With a 3-stars rating and amenities like complimentary breakfast and laundry facilities, you'll feel right at home here. Best Western Plus Berkshire Hills Inn & Suites is a 2.5-stars stay that also has AC for your comfort. Complimentary breakfast and laundry facilities help make it a terrific base for your Pittsfield vacation. Pittsfield has loads of family-friendly attractions to check out that'll entertain the kids. Hancock Shaker Village and Berkshire Museum promise a fun-fueled day for both young and old.
Are there any 5-star hotels with air conditioning in Pittsfield?
Although there aren't any 5-star hotels with air conditioning in Pittsfield, there are some 4-star options that will match your needs. Located about 6 miles from downtown, Garden Gables Inn has AC, a terrace and a swimming pool. Another popular 4-star stay with air-conditioned rooms is Hampton Terrace Inn. It's around 7 miles from the center of Pittsfield and offers conveniences like a terrace and a tennis court.
Why book your hotel with air conditioning in Pittsfield with Expedia?
Getaways should be a walk in the park, so if you're after hotels with air conditioning at a nice price, Expedia is here to help. Keep the budget under control and select an inexpensive property with AC, or splurge and book a ritzy hotel to pamper your loved ones.
How can I find cheap hotels with air conditioning in Pittsfield?
The best way to locate cheap hotels with air conditioning in Pittsfield is with Expedia's handy filter tool. First, set your star rating and budget per night, then select air conditioning and your other must-have amenities to book your perfect stay at a terrific price.
What is there to do in Pittsfield near my hotel with air conditioning?
Pittsfield has enough sights and experiences to entertain you for weeks (or months!), beginning with Jiminy Peak Mountain Resort. Bousquet Ski Area, Hancock Shaker Village and October Mountain State Forest are other wonderful attractions. If you're hanging around a while, Shakespeare and Company and Berkshire Museum are nice final touches to your itinerary.

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