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Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

Compare 359 Vacation Homes in Pittsfield with updated reviews, rates, and availability.

Berkshire Mountain Lodge
Fridge, microwave, stovetop, coffee/tea maker

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (439)
"Great room. Comfortable. Wished we stayed longer! Will definitely recommend to friends and family. "
The price is SAR 371
SAR 490 total
includes taxes & fees
23 Mar - 24 Mar
Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (744)
"Ruby is very helpful and friendly. Thank you! "
The price is SAR 390
SAR 436 total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (686)
"Loved the ambience and the bar was very nice as well. The hotel provides coffee in the room and in the lobby. Wonderful bed and plenty of room. We will be back"
The price is SAR 488
SAR 545 total
includes taxes & fees
30 Mar - 31 Mar
Hotel On North
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Friendly desk staff."
The price is SAR 409
SAR 457 total
includes taxes & fees
9 Mar - 10 Mar
Best Western Plus Berkshire Hills Inn & Suites
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

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 490
SAR 547 total
includes taxes & fees
9 Mar - 10 Mar
Hilton Garden Inn Lenox Pittsfield
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

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
5 Mar - 6 Mar
Berkshire Inn
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (705)
"Quiet "
The price is SAR 233
SAR 260 total
includes taxes & fees
18 Mar - 19 Mar
FairBridge Inn Express
Heart of the Berkshires
Economy Cabin | Premium bedding, individually decorated, free WiFi, bed sheets

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
11 Mar - 12 Mar
Heart of the Berkshires
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (272)
"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 439
SAR 490 total
includes taxes & fees
18 Mar - 19 Mar
The Central Downtown Inn & Suites
Spacious Farmhouse with Stunning Views
Fridge, microwave, oven, stovetop

Spacious Farmhouse with Stunning Views

Spacious Farmhouse with Stunning Views
Holiday Inn Express Pittsfield Berkshires by IHG
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Holiday Inn Express Pittsfield Berkshires by IHG

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 Pittsfield Berkshires by IHG
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Property grounds

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!
Private kitchen

Mountain Lodge Apt!

Mountain Lodge Apt!
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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Other property types in Pittsfield

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

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
Miscellaneous

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 2,243
SAR 3,981 total
includes taxes & fees
5 Mar - 6 Mar
Hancock Village Inn at Jiminy Peak
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Exterior

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.