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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Guest Houses in Western Massachusetts

Blooming Inn
Charming home with a welcoming front porch and balcony, surrounded by trees.

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (109)
"Lovely Inn and very responsive and approachable staff. "
The price is AU$228
includes taxes & fees
12 Aug - 13 Aug
Blooming Inn
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 AU$297
includes taxes & fees
2 Sept - 3 Sept
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 AU$198
includes taxes & fees
1 Sept - 2 Sept
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 AU$309
includes taxes & fees
11 Aug - 12 Aug
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!!
Upscaled Home in a Quiet Neighborhood
Stylish living room with a white staircase, sofa, and coffee table, featuring a leopard print ottoman and framed quote.

Upscaled Home in a Quiet Neighborhood

3.0 star property
8.4 out of 10, Very good, (5)
The price is AU$656
includes taxes & fees
19 Aug - 20 Aug
Upscaled Home in a Quiet Neighborhood
In town, newly remodeled studio with private balcony
Relax in the living room with a sofa, flat-screen TV, and coffee table.

In town, newly remodeled studio with private balcony

10.0 out of 10, Exceptional, (113)
"Great place. Quiet, clean and spacious - thank you so much "
In town, newly remodeled studio with private balcony
Renovated Private Guest House by Evergreen Home
Enjoy outdoor dining or relaxation on the deck with table and chairs.

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
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
Angels Rest Retreat
Property amenity

Angels Rest Retreat

3.0 star property
10.0 out of 10, Exceptional, (1)
"Angel's Rest is sooo peaceful. We had a delicious and super healthy breakfast in the breakfast nook, surrounded by lovely plants and a small fountain, looking out over the rolling hills of Western Mass. The fall colors were nice. "
Angels Rest Retreat
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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