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Search Guest Houses in Pittsfield

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Yankee Suites Extended Stay

Yankee Suites Extended Stay

4 out of 5
20 W Housatonic St., Pittsfield, MA
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Situated in Pittsfield, this guesthouse is within a 5-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary ...…

4.4/5Excellent! (154 reviews)

"Clean and staright forward. Brighter lightbulbs could be used but overall very saitisfied with facility"…"

Reviewed on Feb 20, 2021

Yankee Suites Extended Stay
Berkshire Village Carriage House

Berkshire Village Carriage House

Lanesborough, MA
The price is $200 per night from Feb 28 to Mar 1

Situated in a rural location, this romantic guesthouse is within 6 mi (10 km) of Crane Museum of Papermaking, Jiminy Peak Mountain Resort, and Mount Greylock ...…

4.9/5Exceptional! (102 reviews)
Great accommodation

"Great place! For a studio it feels very large. Very private and close to town, no shortages of places to eat near by"…"

Reviewed on Feb 22, 2021

Berkshire Village Carriage House
Vanderbilt Lakeside

Vanderbilt Lakeside

3.5 out of 5
161 Main St, Philmont, NY
The price is $1,600 per night from Mar 1 to Mar 2

Situated on a lake, this guesthouse is within 9 mi (15 km) of Claverack Library, Columbia-Greene Hospital Foundation, and FASNY Museum of Firefighting. Oakdale ...…

4.7/5Exceptional! (26 reviews)

"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!"…"

Reviewed on Feb 24, 2020

Vanderbilt Lakeside
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Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch

3 out of 5
560 Stockbridge Rd, Lee, MA
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Situated in Lee, this guesthouse is within 2 mi (3 km) of Greenock Country Club, Beartown State Forest, and Berkshire Theatre Festival. Lee Library and Animagic ...…

Jacob's Tanglewood Ranch
Chestnut Lodge

Chestnut Lodge

3.5 out of 5
75 Chestnut Street, Lee, MA
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Situated in Lee, this guesthouse is within 3 mi (5 km) of Goose Pond Reservation, Lee Prime Outlets, and Lee Library. Animagic Museum of Animation is 3 mi (4.8 ...…

1/5 (2 reviews)
Complete Rip Off!

"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 ..."…"

Reviewed on Aug 14, 2016

Chestnut Lodge
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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.

Other property types in Pittsfield

Holiday Inn & Suites Pittsfield-Berkshires

Holiday Inn & Suites Pittsfield-Berkshires

3.5 out of 5
One West Street, Pittsfield, MA
The price is $98 per night from Mar 1 to Mar 2
4/5Very Good! (157 reviews)

"The staff who checked me in was rude and a racist. I got there around 1:30pm and I told her I was checking me. She told me that all the rooms have been booked so I have to be back to check in at 3pm. Then she asked of my name and then said checked me in. I guess because I am black ; she was thinking ..."…"

Reviewed on Feb 17, 2021

Holiday Inn & Suites Pittsfield-Berkshires
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
The price is $96 per night from Mar 3 to Mar 4
4.2/5Very Good! (693 reviews)

"It was close to most restaurants and activities. I was told they would provide breakfast however the place did not give anything close to breakfast."…"

Reviewed on Feb 17, 2021

Best Western Plus Berkshire Hills Inn & Suites
Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
The price is $130 per night from Feb 28 to Mar 1
4.7/5Exceptional! (269 reviews)

"The Hotel on North is a stylish, hip and friendly and just about the nicest place to stay in the Berkshires. It's also decidedly not tacky New England or an over-the-top resort. Which is lovely."…"

Reviewed on Feb 7, 2021

Hotel On North
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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