A red barn with a metal roof, surrounded by a snow-covered landscape and a wooden fence.

Guest Houses in Hampshire County

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Check prices for these dates

Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept
In one month
25 Sept - 27 Sept
In two months
23 Oct - 25 Oct

Our top choices for Hampshire County guest houses

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

1. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (48 reviews)
"Enjoyed the games and record players in all rooms including amazing collection of albums in main living area. Rooms are nice. Tight on parking. Great location. We would stay here again."
United States
Ann
The price is Rp2.471.739
Rp2.760.932 total
includes taxes & fees
7 Sept - 8 Sept
Hideaway Inn Lenox
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (397 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is Rp1.754.775
Rp1.960.031 total
includes taxes & fees
3 Sept - 4 Sept
The Central Downtown Inn & Suites
A living room with a fireplace, two sofas, and four black side tables.

3. The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (37 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is Rp2.703.298
Rp3.019.496 total
includes taxes & fees
6 Sept - 7 Sept
The Revival House
A two-story house with a porch, a balcony, and a chimney.

4. Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (148 reviews)
"Appealing common spaces, lovely selections at the coffee/tea station, library and games. Everything for a cozy respite in a great location. Walk to the local village and attractions, central to exploring the Mohawk Trail."
United States
Annette
The price is Rp1.642.232
Rp2.702.898 total
includes taxes & fees
9 Sept - 10 Sept
Blooming Inn
A spacious room with a large wooden floor, a patterned rug, a sofa, and a dining table with chairs.

5. The Dewey

The Dewey
3.5 star property
Lenox
8.6 out of 10, Excellent, (330 reviews)
"There is no staff on site. Fire alarm went off no one showed up for 20 mins. The shower situation was less than desirable. The property outside was not weeded and lacked any care. Any guest that I spoke to all felt the same. We go once a year to Lenox and will not be staying there."
United States
Casey
The Dewey
A white two-story building with a central entrance, columns, and an American flag.

6. Sturbridge Country Inn

Sturbridge Country Inn
2.5 star property
Fiskdale
4.8 out of 10, (116 reviews)
"the staff was very welcoming took us to our room explained how the fire place and hot tub worked a very enjoyable relaxing stay"
United States
Russell
The price is Rp4.431.250
Rp4.949.708 total
includes taxes & fees
7 Sept - 8 Sept
Sturbridge Country Inn
A stainless steel refrigerator with a digital display showing the time and date, a microwave above it, and a kettle on the stove.

7. Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood
3.0 star property
Forest Park
8.4 out of 10, Very good, (5 reviews)
"So clean and comfy"
United States
Anonymous traveller
The price is Rp5.583.375
Rp8.638.589 total
includes taxes & fees
26 Sept - 27 Sept
Upscaled Home in a Quiet Neighborhood
A cozy living room with a stone fireplace, leather sofa, and a wooden coffee table with flowers.

8. Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch
3.0 star property
Lee
Jacob's Tanglewood Ranch
A room with large windows, wooden beams, and a bed with floral pillows.

9. Chestnut Lodge

Chestnut Lodge
3.5 star property
Lee
2.0 out of 10, (2 reviews)
"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...
United States
Priya
Chestnut Lodge

10. Angels Rest Retreat

Angels Rest Retreat
3.0 star property
Leyden
10.0 out of 10, Exceptional, (1 review)
"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. "
United States
Sharon
Angels Rest Retreat

11. YLD Rooms Rome - Shared Bath & Spaces

YLD Rooms Rome - Shared Bath & Spaces
2.0 star property
Forest Park
YLD Rooms Rome - Shared Bath & Spaces
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 Hampshire County Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Plenty of activities for couples and families to do…"
Ej 1-night trip
Posted 13 hours ago
Vacation Village in the Berkshires

Find out more about Hampshire County

Hampshire County Guest Houses information

Number of reviews
1,031
Accommodation
11 Guest Houses
Lowest Price
Rp1.960.031
Highest Price
Rp8.638.589