Guest Houses in Hampshire County

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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Guest Houses in Hampshire County

The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (315)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is HK$1,484
HK$1,657 total
includes taxes & fees
15 Jul - 16 Jul
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, (297)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is HK$1,013
HK$1,131 total
includes taxes & fees
15 Jul - 16 Jul
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, (4)
"The Revival House was charming and quiet. It had everything we needed for our short stay. It's only a 6 minute drive to the Bellows Pipe Trail/Mount Greylock, which was a huge plus for us. Wishing all the best for this newly opened hotel!"
The price is HK$1,413
HK$1,578 total
includes taxes & fees
15 Jul - 16 Jul
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, (103)
"Great Place to stay in Small town"
The price is HK$755
HK$1,150 total
includes taxes & fees
29 Jul - 30 Jul
Blooming Inn
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, (252)
"One of the best properties i've ever stayed at "
The price is HK$1,570
HK$2,297 total
includes taxes & fees
31 Jul - 1 Aug
Berkshire Village Carriage House - Super Private!!
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, (110)
"Great place. Quiet, clean and spacious - thank you so much "
In town, newly remodeled studio with private balcony
Sturbridge Country Inn
Stately two-story building with a central entrance and traditional gabled roof.

Sturbridge Country Inn

2.5 star property
4.8 out of 10, (114)
The price is HK$2,606
HK$2,911 total
includes taxes & fees
17 Jul - 18 Jul
Sturbridge Country 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 HK$2,003
HK$3,293 total
includes taxes & fees
15 Jul - 16 Jul
Upscaled Home in a Quiet Neighborhood
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Charming cottage with a turquoise door, small window, and potted plants.

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

10.0 out of 10, Exceptional, (88)
"Enjoyed staying"
The price is HK$1,177
HK$2,076 total
includes taxes & fees
22 Jul - 23 Jul
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
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
Guest House Sanctuary by Evergreen Home
Step up to the upper level and enjoy a seating area with a sofa and a rug.

Guest House Sanctuary by Evergreen Home

Guest House Sanctuary 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
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.
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