Search Guest Houses in Stephentown from CA $107

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Aug 15 - Aug 17
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Browse Select Stephentown Guest Houses

The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (320)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is CA $238
CA $266 total
includes taxes & fees
Sep 2 - Sep 3
The Dewey
The Central Downtown Inn & Suites
Compact kitchen with modern design, featuring white and wood cabinetry, refrigerator, coffee maker, and toaster.

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (299)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is CA $158
CA $177 total
includes taxes & fees
Sep 1 - Sep 2
The Central Downtown Inn & Suites
The Revival House
Cozy living room with a fireplace, dining area, and high ceiling.

The Revival House

3.0 star property
9.6 out of 10, Exceptional, (8)
"Beautifully renovated historical bed and breakfast that offers historical details along with modern touches. Our room was spacious and very clean and common areas are appointed with great attention to detail. "
The price is CA $247
CA $276 total
includes taxes & fees
Aug 10 - Aug 11
The Revival House
Berkshire Village Carriage House - Super Private!!
Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample seating for two.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (254)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
Berkshire Village Carriage House - Super Private!!
Hudson valley and The Berkshires Cottage
Situated in a snowy forest, this cabin features two windows and a door with a small window above.

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (12)
"A great stay in this well situated getaway. The owners were helpful and communicative, and the house was easy driving distance to Great Barrington, Hillsdale and Lenox. The unit is open and airy and decorated in a very pet friendly way. Would stay again without hesitation."
The price is CA $107
CA $418 total
includes taxes & fees
Aug 13 - Aug 14
Hudson valley and The Berkshires Cottage
Suite East Side
A simple, functional coffee table with a flat top and storage drawer.

Suite East Side

8.6 out of 10, Excellent, (7)
"Brenda was an amazing host. The house is really cute and the decor was great. "
Suite East Side
Jacob's Tanglewood Ranch
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel range hood, and red stove.

Jacob's Tanglewood Ranch

3.0 star property
Jacob's Tanglewood Ranch
Cliffwood Cottage by Evergreen Home
Enjoy cooking in this well-equipped kitchen with a central island, sink, and modern appliances.

Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home
Chestnut Lodge
Escape to a secluded cabin nestled among the trees, offering a peaceful retreat in the heart of nature.

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
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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Top Stephentown Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"A very clean and friendly environment. Staff were efficient and knowledgeable. Would appreciate two more handcap parking spaces at front of hotel. Thank you."
Susan 1-night trip
Posted 19 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG