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Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (678)
"Love Hotel on. North, "
The price is AED 422
AED 472 total
includes taxes & fees
26 Jan - 27 Jan
Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (725)
"Appreciated that the hotel offered free valet, especially given how cold it was. Check in was fast, courteous. Room was spacious and clean. Breakfast was good, reasonably priced. Check out was speedy and friendly. Hotel was still decorated for the holidays which made it festive looking. Could use some touch ups, but overall a solid stay. "
The price is AED 360
AED 402 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1003)
"Service was excellent. Very friendly front desk and breakfast staff. "
The price is AED 375
AED 418 total
includes taxes & fees
26 Jan - 27 Jan
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (421)
"Good"
The price is AED 545
AED 683 total
includes taxes & fees
22 Jan - 23 Jan
Berkshire Mountain Lodge

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (624)
"Excellent place "
The price is AED 542
AED 605 total
includes taxes & fees
27 Jan - 28 Jan
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (761)
"This is a nice motel, though there is no continental breakfast. There is a pot of coffee made at 7am. The rooms are clean and updated, the mattress is good, airconditioner in back wall, simple round thermostat for hot water radiator heating, mini-fridge is compressor type, microwave."
The price is AED 316
AED 353 total
includes taxes & fees
21 Jan - 22 Jan
Berkshire Inn

Heart of the Berkshires

9.0 out of 10, Wonderful, (2)
"Very cute décor, not the most comfortable or fresh, but clean and easy self check in/out system (door has a code which is communicated in advance). Lots of food options short drive away."
The price is AED 273
AED 358 total
includes taxes & fees
21 Jan - 22 Jan
Heart of the Berkshires

FairBridge Inn Express

2.5 star property
5.4 out of 10, (698)
"Stay was good as usual, other than a single person hanging out on balcony pacing back and forth making it uncomfortable room was clean other than food found left in microwave. Overall have had good stays and would keep booking"
The price is AED 400
AED 447 total
includes taxes & fees
21 Jan - 22 Jan
FairBridge Inn Express

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (161)
"Our stay was excellent! The hole stay was excellent… we will definitely spread our recommendations with friends and family! Look forward to our next stay there!"
The price is AED 578
AED 611 total
includes taxes & fees
21 Jan - 22 Jan
Blue Vista Motor Lodge

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (126)
"Best place I have been. Beautiful place. Excellent host. "
The price is AED 592
AED 662 total
includes taxes & fees
24 Jan - 25 Jan
The Trail in Adams - Berkshires’ Art Hotel

Hotel Downstreet

3.0 star property
8.8 out of 10, Excellent, (1003)
"The Hotel Downstreet is the best hotel. We always enjoy our stay here and never hesitate to stay again when in the area. "
The price is AED 426
AED 476 total
includes taxes & fees
3 Feb - 4 Feb
Hotel Downstreet

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (373)
"Our favorite place to stay. Rooms, amenities, service and breakfast are top notch. So close to great museums and restaurants. "
The price is AED 615
AED 748 total
includes taxes & fees
21 Jan - 22 Jan
The Porches Inn at Mass MoCA

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is AED 944
AED 998 total
includes taxes & fees
21 Jan - 22 Jan
Harbour House Inn

Pilgrim Inn

2.5 star property
5.8 out of 10, (299)
"Room was clean and spacious. Loved it had a microwave and refrigerator. Didn’t like the check-in and check-out process. No one at front desk to communicate with. "
The price is AED 180
AED 201 total
includes taxes & fees
28 Jan - 29 Jan
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Nice and clean rooms, great variety of free breakfast selections"
The price is AED 306
AED 342 total
includes taxes & fees
3 Feb - 4 Feb
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (378)
"Quick and easy check in! The manager was friendly and helpful. "
The price is AED 282
AED 315 total
includes taxes & fees
27 Jan - 28 Jan
Sunset Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (362)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is AED 698
AED 779 total
includes taxes & fees
2 Feb - 3 Feb
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (582)
"Was convenient and inexpensive. The back stairs were a little rickety. Also had to ring the bell to check in later in the evening, but was fine. Room was just the basics, but served the purpose for my one night stay. "
The price is AED 220
AED 246 total
includes taxes & fees
21 Jan - 22 Jan
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (121)
"Great location "
The price is AED 988
AED 1,104 total
includes taxes & fees
21 Jan - 22 Jan
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Close to Dunkin"
The price is AED 372
AED 415 total
includes taxes & fees
27 Jan - 28 Jan
The Black Swan Lee - Lenox, Ascend Hotel Collection
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 66 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. Natural beauty is on display at Pittsfield State Forest, Canoe Meadows Wildlife Sanctuary, and Housatonic River. 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.