Search Guest Houses in Pittsfield

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Compare 6 Guest Houses in Pittsfield with updated reviews, rates, and availability.

The Central Downtown Inn & Suites
Exterior
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (267)
"I loved all the amenities and space provided in the suite. And it was very affordable. It was like staying in an apartment. It was very clean. The bedroom wall was thin though because I could hear snoring on the other side. Pretty view of the trees in the backyard."
The Central Downtown Inn & Suites
Hudson valley and The Berkshires Cottage
Hudson valley and The Berkshires Cottage
10.0 out of 10, Exceptional, (5)
"The property was beautiful! We did not get to stay as long as we wanted but we will definitely be coming back to this little cottage. It was very clean and decorated well! The host was immediately responsive but we should note that there was absolutely no cellphone service which made communicating with guests a little difficult. "
The price is SAR 278
SAR 1,108 total
includes taxes & fees
25 Nov - 26 Nov
Hudson valley and The Berkshires Cottage
Renovated Private Guest House by Evergreen Home
Bedroom 1- King Bed (ground floor)
Renovated Private Guest House by Evergreen Home
10.0 out of 10, Exceptional, (9)
"Great stay. Cute spot!"
Renovated Private Guest House by Evergreen Home
Jacob's Tanglewood Ranch
Exterior
Jacob's Tanglewood Ranch
3.0 star property
Jacob's Tanglewood Ranch
Chestnut Lodge
Exterior
Chestnut Lodge
3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
Vanderbilt Lakeside
Lobby lounge
Vanderbilt Lakeside
3.5 star property
9.4 out of 10, Exceptional, (26)
"We loved our stay at the Vanderbilt Lakeside! The house is so stylish and we had a wonderful dinner at the restaurant. Would definitely stay again!"
Vanderbilt Lakeside
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

Chic Pittsfield Home With A View!
Chic Pittsfield Home With A View!
8.8 out of 10, Excellent, (8)
"Great view from the property, lovely house and yard. Coiuldn't have been a better stay. "
Chic Pittsfield Home With A View!
Hancock Village Inn at Jiminy Peak
The Hancock Village Inn
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (8)
"Very kinda hosts, and wonderful house."
The price is SAR 2,433
SAR 4,163 total
includes taxes & fees
3 Dec - 4 Dec
Hancock Village Inn at Jiminy Peak
Vacation Village in the Berkshires
Lobby
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1746)
"The pool/clubhouse was a bit chaotic but the overall experience of this location was fantastic. It was lovely."
The price is SAR 634
SAR 733 total
includes taxes & fees
1 Dec - 2 Dec
Vacation Village in the Berkshires
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.