Search Guest Houses in Western Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Featured Guest Houses in Western Massachusetts

The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (318)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is P10,528
P11,760 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 P6,689
P7,472 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, (7)
"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 P10,470
P11,694 total
includes taxes & fees
Aug 4 - Aug 5
The Revival House
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, (107)
"Lovely Inn and very responsive and approachable staff. "
The price is P5,659
P8,596 total
includes taxes & fees
Aug 17 - Aug 18
Blooming Inn
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 P18,322
P28,347 total
includes taxes & fees
Aug 14 - Aug 15
Upscaled Home in a Quiet Neighborhood
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
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
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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Western Massachusetts Hotel Reviews

FairBridge Inn Express

FairBridge Inn Express

8/10 Good
"Will stay at again."
Michael 1-night trip
Posted 1 day ago
FairBridge Inn Express