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
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Hampshire County guest houses

Exterior

1. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (415 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is AED 364
AED 406 total
includes taxes & fees
27 Sep - 28 Sep
The Central Downtown Inn & Suites
BBQ/picnic area

2. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.8 out of 10, Good, (60 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
The price is AED 504
AED 563 total
includes taxes & fees
28 Sep - 29 Sep
Hideaway Inn Lenox
Front of property

3. Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (150 reviews)
"Lovely Victorian house on a quiet street. Only a few blocks from the center of the town of Shelburne Falls, which is a charming New England town with a lovely river and a beautiful "bridge of flowers.""
United States
steven
The price is AED 364
AED 587 total
includes taxes & fees
27 Sep - 28 Sep
Blooming Inn
55-inch LCD TV with digital channels, printers

4. The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (38 reviews)
"Room 6 was much larger than expected! We arrived after hours and it was very easy to find our room."
United States
Katrina
The price is AED 608
AED 679 total
includes taxes & fees
27 Sep - 28 Sep
The Revival House
Terrace/patio

5. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (295 reviews)
"A cute, quiet getaway close to the Berkshire mountains!"
United States
Maya H.
The price is AED 496
AED 775 total
includes taxes & fees
27 Sep - 28 Sep
Berkshire Village Carriage House - Super Private!!
Exterior

6. 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, (114 reviews)
"We loved our stay! The cottage was adorable!"
United States
Kristen S.
The price is AED 551
AED 994 total
includes taxes & fees
13 Oct - 14 Oct
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Property grounds

7. In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony
Shelburne Falls
10.0 out of 10, Exceptional, (132 reviews)
"It's a great place to stay! Bed is comfortable. Large room, nicely furnished. Would be glad to stay here again!"
United States
Jim E.
The price is AED 477
AED 698 total
includes taxes & fees
6 Oct - 7 Oct
In town, newly remodeled studio with private balcony
Lounge

8. The Dewey

The Dewey
3.5 star property
Lenox
8.6 out of 10, Excellent, (330 reviews)
"We would definitely stay here again! "
United States
Thea
The Dewey
Miscellaneous

9. Sturbridge Country Inn

Sturbridge Country Inn
2.5 star property
Fiskdale
4.8 out of 10, (117 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 AED 891
AED 995 total
includes taxes & fees
27 Sep - 28 Sep
Sturbridge Country Inn
Comfort House, 4 Bedrooms, Non Smoking | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

10. 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 traveler
The price is AED 1,041
AED 1,659 total
includes taxes & fees
27 Sep - 28 Sep
Upscaled Home in a Quiet Neighborhood
Interior

11. 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
Coffee/tea maker, fridge, microwave, oven

12. Hill Ross Guest Suite on Historic Homestead

Hill Ross Guest Suite on Historic Homestead
Florence
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, very communicative and helpful host!"
United States
Martha F.
Hill Ross Guest Suite on Historic Homestead
Front of property

13. The Retreat at Norwich Lake

The Retreat at Norwich Lake
3.0 star property
Huntington
9.8 out of 10, Exceptional, (17 reviews)
"A truly exceptional pleasure in the middle of nowhere. Peaceful and comfortable. Good for quiet reflection, long walks, or sitting around with family or friends. No amenities and the local area means a 15 to 20 minute drive, but hey, you stay here for the peacefulness of the lodge and sounds."
United States
michael
The Retreat at Norwich Lake
Exterior

14. Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home
Lenox
Cliffwood Cottage by Evergreen Home
Fireplace

15. Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch
3.0 star property
Lee
Jacob's Tanglewood Ranch
Fitness facility

16. 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
Interior

17. 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
Basic Room | Iron/ironing board, WiFi (free)

18. YLD Rooms Rome - Shared Bath & Spaces

YLD Rooms Rome - Shared Bath & Spaces
2.0 star property
Forest Park
YLD Rooms Rome - Shared Bath & Spaces
Property grounds

19. Orchard Guest House: Cozy Berkshire Retreat in the Woods

Orchard Guest House: Cozy Berkshire Retreat in the Woods
Rowe
Orchard Guest House: Cozy Berkshire Retreat in the Woods
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"Extremely safe especially for a solo traveler. Food was out of this world!!!!! Room was extremely clean. My only suggestion would be to put lines in the parking lot. As there was a shopping event going on in town during my stay the hotel was extremely busy. I stayed at the country motor lodge which has no lines to park in so guests were parking every which way. Other than that it was GREAT!!!! Would definitely recommend."
karol 1-night trip
Posted 8 hours ago
Publick House Historic Inn and Country Motor Lodge

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