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Compare 33 Condo Rentals in Pittsfield with updated reviews, rates, and availability.

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (440)
"Great room. Comfortable. Wished we stayed longer! Will definitely recommend to friends and family. "
The price is AED 364
AED 480 total
includes taxes & fees
23 Mar - 24 Mar
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (749)
"The check in process was easy, and the front desk clerks were friendly. The parking garage is still not complete so the cars are parked off property. Getting a spot to temporarily park for the check in process can be challenging. Valet is an option which we used and would recommend. The staff was able to get our car quickly when requested. We had a concern on our 2nd night with smelling smoke in which we contacted the desk. They said they would send someone up to investigate, However there was...
The price is AED 404
AED 451 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, (691)
"The hotel is beautiful. Great look with old world charm but updated amenities. They refurbished the antique floors but they are very noisy and you can hear other guests walking around in other rooms. The biggest issue for me was the road noise. We had a room on the 3rd floor but the road noise was excessive . I’d recommend asking for a room in the back of the hotel unless they are able to soundproof the windows better. "
The price is AED 400
AED 447 total
includes taxes & fees
16 Mar - 17 Mar
Hotel On North

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"The cleanliness around the public areas"
The price is AED 371
AED 415 total
includes taxes & fees
17 Mar - 18 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 AED 480
AED 536 total
includes taxes & fees
16 Mar - 17 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 AED 316
AED 353 total
includes taxes & fees
12 Mar - 13 Mar
Berkshire Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (707)
"Friendly staff and quick checkin "
The price is AED 228
AED 255 total
includes taxes & fees
24 Mar - 25 Mar
FairBridge Inn Express

Heart of the Berkshires

9.4 out of 10, Exceptional, (3)
"Was great comfy quiet "
The price is AED 271
AED 356 total
includes taxes & fees
12 Mar - 13 Mar
Heart of the Berkshires

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (273)
"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 AED 370
AED 414 total
includes taxes & fees
24 Mar - 25 Mar
The Central Downtown Inn & Suites

Spacious Farmhouse with Stunning Views

Spacious Farmhouse with Stunning Views

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!

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!
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

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 AED 2,196
AED 3,898 total
includes taxes & fees
18 Mar - 19 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

How much do condos in Pittsfield cost?
Condos in Pittsfield range from AED 400 to AED 826 per night. These properties offer extra space for the whole family at a price that doesn’t break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Pittsfield?
Pittsfield has 33 condos. To help you locate a place that’s perfect, use our filters to search for the amenities or perks you need.
Why book your condo in Pittsfield with Expedia?
Vacays should be hassle-free, so if you’re in search of condos at a competitive rate, Expedia has your back. Keep the budget in check and pick something small and affordable, or book a 5-star condo and spoil your favorite people. Our search filters make it simple to find a stay in Pittsfield that checks your boxes.
How can I find cheap condos in Pittsfield?
Expedia can help you easily locate cheap condos in Pittsfield. To book your ideal stay in just a few keystrokes, try out our handy filter tool to refine your search results by star rating, budget and amenities.