Search Villas in Pittsfield

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 2 Villas in Pittsfield with updated reviews, rates, and availability.

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (442)
"We had a great time at the hotel. My sons and I loved spending time in the pool and the hot tub. The bedroom was spacious, the kitchen had everything we needed, and the bathroom was ample and clean."
The price is SAR 431
SAR 566 total
includes taxes & fees
24 Mar - 25 Mar
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (761)
"Easy check in, nice staff. Rug in the room was kind of musty. They were accommodating to me requesting to have a slightly later check out. Would return if in the area. "
The price is SAR 390
SAR 436 total
includes taxes & fees
28 Mar - 29 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (695)
"This is my second time staying and I love the attention to detail. However I happened to be there on a Saturday in room 202 and I could hear the dj music in my room till 1 am. This seems like it will be a regular Saturday night thing in the dining room. I would inquire about the quietness of your room if you stay on a Saturday. Other than that no complaints "
The price is SAR 409
SAR 457 total
includes taxes & fees
30 Mar - 31 Mar
Hotel On North

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very nice staff. No complaints."
The price is SAR 359
SAR 401 total
includes taxes & fees
25 Mar - 26 Mar
Best Western Plus Berkshire Hills Inn & Suites

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (629)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is SAR 561
SAR 626 total
includes taxes & fees
30 Mar - 31 Mar
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (764)
"The room was very clean "
The price is SAR 323
SAR 360 total
includes taxes & fees
24 Mar - 25 Mar
Berkshire Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (710)
"Friendly staff and quick checkin "
The price is SAR 259
SAR 289 total
includes taxes & fees
26 Mar - 27 Mar
FairBridge Inn Express

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (274)
"The suite we stayed in was spacious. Maid service is only once weekly, but when we contacted them about getting additional toilet paper, they were very responsive. The queen bed in the bedroom was very comfortable. We were not able to get the TV in the bedroom to work. The sofa queen bed in the living room was all broken down. My husband had to put boards under the mattress to support it enough so he could use the bed. The kitchen was clean and well-stocked."
The price is SAR 420
SAR 469 total
includes taxes & fees
24 Mar - 25 Mar
The Central Downtown Inn & Suites

Heart of the Berkshires

9.4 out of 10, Exceptional, (3)
"Was great comfy quiet "
The price is SAR 317
SAR 411 total
includes taxes & fees
27 Mar - 28 Mar
Heart of the Berkshires

Spacious Farmhouse with Stunning Views

Spacious Farmhouse with Stunning Views

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
7.4 out of 10, Good, (150)
"best thing: a good bed, clean bathroom. Worst thing: small room, Bad coffee at breakfast."
Holiday Inn Express & Suites Pittsfield - Berkshires

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

10.0 out of 10, Exceptional, (1)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Mountain Lodge Apt!

Mountain Lodge Apt!

Berkshire Mountain Lodge

Berkshire Mountain Lodge
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.
Don't see what you're looking for?
See all available properties in Pittsfield
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Pittsfield

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (139)
"We have stayed at this property twice before and have been very pleased with the amount of bedrooms and sleeping available. The property is always very clean and is equipped with everything you need for cooking and dining.the property is a half way point for family members in several directions. "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
The price is SAR 2,059
SAR 3,758 total
includes taxes & fees
28 Mar - 29 Mar
Hancock Village Inn at Jiminy Peak

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

10.0 out of 10, Exceptional, (56)
"Perfect location and accommodation for my family. The home was as described. I would recommend it. The property owner was easy to work with. "
Lake Front Home in Heart of the Berkshires 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.

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.