Find hotels in Pittsfield, MA from AED 253

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Compare 1,246 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (371)
"A lovely hotel in close proximity to the Clark. Highly recommended!"
The price is AED 724
AED 809 total
includes taxes & fees
1 Dec - 2 Dec
The Williams Inn

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"The pool/clubhouse was a bit chaotic but the overall experience of this location was fantastic. It was lovely."
The price is AED 620
AED 717 total
includes taxes & fees
24 Nov - 25 Nov
Vacation Village in the Berkshires

Life House Berkshires

3.5 star property
9.0 out of 10, Wonderful, (442)
"Staff were very friendly and the rooms were decorated adorably! We absolutely enjoyed our stay! "
The price is AED 440
AED 491 total
includes taxes & fees
24 Nov - 25 Nov
Life House Berkshires

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Staff was very nice, friendly and accommodating. The room was nice, clean, comfortable and spacious. "
The price is AED 343
AED 384 total
includes taxes & fees
1 Dec - 2 Dec
The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (682)
"We stayed for two weeks and couldn’t have been happier with the service. Such nice people, and so understanding. Six stars if I could!"
The price is AED 348
AED 388 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is AED 547
AED 600 total
includes taxes & fees
24 Nov - 25 Nov
Jiminy Peak Mountain Resort

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (650)
"Beautiful room & exceptional staff. Highly recommend!"
The price is AED 533
AED 595 total
includes taxes & fees
25 Nov - 26 Nov
Hotel On North

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1043)
"Great location, wonderful staff, fun pool and cool art. Would definitely stay again! "
The price is AED 426
AED 476 total
includes taxes & fees
8 Dec - 9 Dec
Hotel Downstreet

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (411)
"Loved our room. Very clean"
The price is AED 606
AED 750 total
includes taxes & fees
25 Nov - 26 Nov
Berkshire Mountain Lodge

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1030)
"The staff were so friendly and helpful. I found this a perfect place to stay where you could relax and recharge. Just keep in mind, technology isn't their top priority, but the front desk clerk was so kind, as he let us borrow his lap top to watch the Eagles play Thursday night football. "
The price is AED 434
AED 485 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn & Suites Berkshires-Lenox

Berkshire Inn

2.0 star property
7.6 out of 10, Good, (747)
"Nice area "
The price is AED 316
AED 353 total
includes taxes & fees
24 Nov - 25 Nov
Berkshire Inn

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.4 out of 10, Very Good, (1010)
"Room was clean, comfortable, and convenient. Dog Friendly! Will stay again!"
The price is AED 331
AED 370 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Berkshire Hills Inn & Suites

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (533)
"Nice, friendly staff. large lobby area with multiple seating areas. Coffee over priced. "
The price is AED 433
AED 484 total
includes taxes & fees
11 Dec - 12 Dec
Courtyard by Marriott Lenox Berkshires

FairBridge Inn Express

2.5 star property
5.4 out of 10, (678)
"I don’t know so many complaints. Bed was good, clean. Plenty of park. Provided what we paid for and was expecting. "
The price is AED 290
AED 324 total
includes taxes & fees
24 Nov - 25 Nov
FairBridge Inn Express

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (369)
"We had an excellent time and loved all the beautiful details. Will definitely stay here again."
The price is AED 590
AED 721 total
includes taxes & fees
23 Dec - 24 Dec
The Porches Inn at Mass MoCA

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (701)
"It served our needs"
The price is AED 290
AED 324 total
includes taxes & fees
24 Nov - 25 Nov
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (824)
"Very nice, very convenient."
The price is AED 367
AED 410 total
includes taxes & fees
24 Nov - 25 Nov
Howard Johnson by Wyndham Williamstown

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (618)
"Check in and check out where quick and easy. The room was comfortable and clean. The staff were nice and accommodating. Central location to surrounding attractions. "
The price is AED 500
AED 559 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Lenox Pittsfield

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (308)
"It was a wonderful stay, the staff was ready to help and it was a quiet clean place to do work and also go enjoy the beautiful town of Williamstown"
The price is AED 492
AED 550 total
includes taxes & fees
8 Dec - 9 Dec
Fairfield Inn & Suites by Marriott Williamstown

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (597)
"Great location. Pleasant staff."
The price is AED 253
AED 283 total
includes taxes & fees
24 Nov - 25 Nov
Wagon Wheel 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.
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Frequently asked questions

Where is the best place for a stay in Pittsfield?

Hotel On North is a favorite with Expedia customers. This hotel offers free parking and a fitness center. Other top choices based on traveler reviews include Hilton Garden Inn Lenox Pittsfield and Best Western Plus Berkshire Hills Inn & Suites. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best vacation home rentals in Pittsfield?

Berkshire Village Carriage House - Super Private!!: You might want to consider this vacation home rental near Pittsfield, which is located in the mountains and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind. See all vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, you'll find most hotel reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

Where can I learn more about changing or cancelling my trip to Pittsfield?

For more details about changing or cancelling your trip to Pittsfield, head over to our customer service page.

What's the best accommodation for a budget-friendly stay in Pittsfield?

Based on our traveler reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.

What's the best hotel for a family vacation in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other good choices for your kid-friendly vacation include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express Pittsfield Berkshires, an IHG Hotel. Attractions like Berkshire Museum and Bousquet Ski Area are also fun for kids of all ages. Find more child-friendly accommodations in Pittsfield.

What's the best LGBTQ-friendly place to stay in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a top LGBTQ-friendly hotel, and features free WiFi and free internet. Hilton Garden Inn Lenox Pittsfield is another good option for your stay.

What's the best pet-friendly hotel in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good choices for you and your pet include Best Western Plus Berkshire Hills Inn & Suites and Hilton Garden Inn Lenox Pittsfield. See more pet-friendly hotel accommodations in Pittsfield.

Where is the best hotel to stay near Hancock Shaker Village?

Best Western Plus Berkshire Hills Inn & Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 1.6 mi (2.6 km) from Hancock Shaker Village. Other good options within a few miles include Inn At Richmond and Yankee Inn.

What about the best place to stay close to Bousquet Ski Area?

One of the top choices for your stay is Hilton Garden Inn Lenox Pittsfield, located a short 1 mi (1.5 km) from Bousquet Ski Area, and this 3-star hotel offers a restaurant and an indoor pool. Berkshire Mountain Lodge, located just 0.8 mi (1.4 km) away, is another good choice for your stay.

What are some accommodations with pools in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi, and free parking. View all hotels with pools in Pittsfield.

What is the best accommodation for staying close to Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What is staying in Pittsfield like?

Visitors to Pittsfield are sure to enjoy the sporting events, entertainment choices, and theaters. Tourists can also enjoy the city's museums, lake views, and ski areas. In Pittsfield, there are 64 hotels and other accommodations to choose from. Find out more about Pittsfield.

What is there to see in Pittsfield?

Cultural venues include Berkshire Museum, Colonial Theater, and Hancock Shaker Village. The picturesque setting of Pittsfield State Forest and Housatonic River exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Bousquet Ski Area and Berkshire Athenaeum. Check out what more to see and do in Expedia's Pittsfield guide.

How can I get around Pittsfield?

To venture out into the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.

What's the seasonal weather like in Pittsfield?

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.