Search Villas in Pittsfield

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1,000 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is AED 281
AED 313 total
includes taxes & fees
25 Jan - 26 Jan
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (1,000 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is AED 360
AED 402 total
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (661 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is AED 470
AED 525 total
includes taxes & fees
23 Jan - 24 Jan
Hilton Garden Inn Lenox Pittsfield

Motel in Pittsfield

Berkshire Inn
2.0 star property
7.8 out of 10, Good, (841 reviews)
"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
The price is AED 310
AED 346 total
includes taxes & fees
19 Jan - 20 Jan
Berkshire Inn

Lodge in Pittsfield

Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (810 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is AED 362
AED 487 total
includes taxes & fees
1 Feb - 2 Feb
Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (73 reviews)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is AED 450
AED 503 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (816 reviews)
"Great staff, room was huge and comfortable. "
United States
Cameron
The price is AED 547
AED 611 total
includes taxes & fees
21 Jan - 22 Jan
Hotel On North

Guesthouse in Pittsfield

The Central Downtown Inn & Suites
4.0 star property
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is AED 345
AED 386 total
includes taxes & fees
25 Jan - 26 Jan
The Central Downtown Inn & Suites
The price is AED 819
AED 1,313 total
includes taxes & fees
16 Feb - 17 Feb
3-bedroom house in beautiful Berkshires, close to amenities!
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is AED 988
AED 1,814 total
includes taxes & fees
17 Jan - 18 Jan
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Motel in Pittsfield

FairBridge Inn Express
2.5 star property
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is AED 294
AED 329 total
includes taxes & fees
29 Jan - 30 Jan
FairBridge Inn Express

Vacation Home in Hancock

Hancock Village Inn Near Jiminy Peak
10.0 out of 10, Exceptional, (16 reviews)
"Great place for a family reunion. Lots of bedrooms and bathrooms. Kitchen is large & well equipped"
United States
Veronica and Mark W.
The price is AED 2,310
AED 4,220 total
includes taxes & fees
21 Jan - 22 Jan
Hancock Village Inn Near Jiminy Peak
2.0 out of 10, (1 review)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
United States
Michael
The price is AED 496
AED 751 total
includes taxes & fees
17 Jan - 18 Jan
Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is AED 511
AED 570 total
includes taxes & fees
22 Jan - 23 Jan
Element Lenox Berkshires

Bed & Breakfast in West Stockbridge

Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (441 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is AED 400
AED 439 total
includes taxes & fees
21 Jan - 22 Jan
Shaker Mill Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
8.4 out of 10, Very Good, (1,000 reviews)
"My go to place for my ski weekends"
United States
Ryan
The price is AED 259
AED 289 total
includes taxes & fees
5 Feb - 6 Feb
Quality Inn Great Barrington

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is AED 359
AED 401 total
includes taxes & fees
5 Feb - 6 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (720 reviews)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is AED 393
AED 439 total
includes taxes & fees
22 Jan - 23 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.0 star property
7.6 out of 10, Good, (566 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is AED 275
AED 308 total
includes taxes & fees
19 Jan - 20 Jan
Travelodge by Wyndham Great Barrington Berkshires

Guesthouse in Adams

The Revival House
3.0 star property
9.0 out of 10, Wonderful, (25 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is AED 551
AED 616 total
includes taxes & fees
19 Jan - 20 Jan
The Revival House
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pittsfield Hotel Reviews

Frequently asked questions

Why book your villa in Pittsfield with Expedia?
Reserving a villa in Pittsfield is as easy as deciding on your travel dates and selecting an option that suits your style. Looking for something luxurious or low cost, or a stay that also includes a laundry and kitchen? Use Expedia's search filters to narrow your results and find your ideal pad.
How can I find cheap villas in Pittsfield?
Expedia is here to help you easily source cheap villas in Pittsfield. Use our convenient filter tool to choose star rating, amenities and budget to refine your search and find a perfect stay in a few quick keystrokes.