Guest Houses in Hampshire County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar

Our top choices for Hampshire County guest houses

Balcony

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is HK$733
HK$819 total
includes taxes & fees
22 Feb - 23 Feb
The Central Downtown Inn & Suites
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (130 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is HK$702
HK$1,166 total
includes taxes & fees
28 Jan - 29 Jan
Blooming Inn
Terrace/patio

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (272 reviews)
"It was a cute property- just what we needed. Nice location!"
United States
Linda M.
The price is HK$1,053
HK$1,646 total
includes taxes & fees
25 Jan - 26 Jan
Berkshire Village Carriage House - Super Private!!
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (25 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is HK$1,170
HK$1,307 total
includes taxes & fees
27 Jan - 28 Jan
The Revival House
Lounge

The Dewey

The Dewey
3.5 star property
Lenox
8.6 out of 10, Excellent, (329 reviews)
"Quiet, quaint, comfortable "
United States
Daniel
The Dewey
Property grounds

In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony
Shelburne Falls
10.0 out of 10, Exceptional, (119 reviews)
"set up great! very clean great location, WONDERFUL"
United States
laurie p.
The price is HK$741
HK$1,219 total
includes taxes & fees
26 Jan - 27 Jan
In town, newly remodeled studio with private balcony
Private kitchen

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 HK$2,161
HK$3,466 total
includes taxes & fees
2 Feb - 3 Feb
Upscaled Home in a Quiet Neighborhood
Miscellaneous

Sturbridge Country Inn

Sturbridge Country Inn
2.5 star property
Fiskdale
4.8 out of 10, (115 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 HK$1,813
HK$2,026 total
includes taxes & fees
6 Feb - 7 Feb
Sturbridge Country Inn
TV, fireplace, books

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

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
10.0 out of 10, Exceptional, (96 reviews)
"The cottage was perfect and the hosts were amazing. We would highly recommend to anyone. "
United States
Andrea J.
The price is HK$1,053
HK$1,943 total
includes taxes & fees
28 Jan - 29 Jan
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Interior

Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home
Great Barrington
10.0 out of 10, Exceptional, (9 reviews)
"Great stay. Cute spot!"
United States
Rob and Cindy H.
Renovated Private Guest House by Evergreen Home
Fireplace

Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch
3.0 star property
Lee
Jacob's Tanglewood Ranch
Interior

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
Exterior

Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home
Lenox
Cliffwood Cottage by Evergreen Home
Fitness facility

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
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hampshire County Hotel Reviews

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

10/10 Excellent
"Romm eas large and clean. The staff was excellent. Love the coffee/ tea station that is availability 24 hrs/ day."
Deborah 3-night trip
Posted 13 hours ago
Holiday Inn Express & Suites Bradley Airport by IHG

Find out more about Hampshire County

Hampshire County Guest Houses information

Number of reviews
1,238
Accommodation
14 Guest Houses
Lowest Price
HK$819
Highest Price
HK$3,466

Explore a world of travel with Expedia