Search The Berkshires Guest Houses

Start date: Check-in selected.
To Date
End date: Check-out
    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Guest Houses in The Berkshires

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (321)
"Nice place "
The price is AU$167
includes taxes & fees
31 Oct - 1 Nov
The Central Downtown Inn & Suites

The Dewey

3.5 star property
8.8 out of 10, Excellent, (325)
"Great spot. Lots of history. "
The price is AU$307
includes taxes & fees
29 Oct - 30 Oct
The Dewey

The Revival House

3.0 star property
8.8 out of 10, Excellent, (17)
"We thoroughly enjoyed our stay at The Revival House! Super comfortable, clean, and the inside has great decor sensibilities. We will be back if we’re ever in the area again!"
The price is AU$284
includes taxes & fees
8 Oct - 9 Oct
The Revival House

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (114)
"Lovely Inn and very responsive and approachable staff. "
The price is AU$226
includes taxes & fees
5 Oct - 6 Oct
Blooming Inn

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (65)
"Property was just as described, it was great staying there, outdoors was beautiful."
The price is AU$308
includes taxes & fees
1 Nov - 2 Nov
The Inn At Quail Run

9 Academy

4.0 star property
8.6 out of 10, Excellent, (7)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is AU$860
includes taxes & fees
6 Oct - 7 Oct
9 Academy

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (259)
"We enjoyed our stay. Excellent location to explore Western Mass!"
The price is AU$351
includes taxes & fees
28 Oct - 29 Oct
Berkshire Village Carriage House - Super Private!!

In town, newly remodeled studio with private balcony

10.0 out of 10, Exceptional, (118)
"Great place. Quiet, clean and spacious - thank you so much "
The price is AU$240
includes taxes & fees
26 Oct - 27 Oct
In town, newly remodeled studio with private balcony

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (15)
"We had a great weekend stay at The Cottage. We loved the accommodations- great decor! Very clean and comfortable accommodations. Will definitely come back!"
The price is AU$479
includes taxes & fees
6 Oct - 7 Oct
Hudson valley and The Berkshires Cottage

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

10.0 out of 10, Exceptional, (90)
"Just stayed one night for our wedding. Beautiful and very quiet. Easy check in/check out process."
The price is AU$402
includes taxes & fees
27 Oct - 28 Oct
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
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

Top The Berkshires Hotel Reviews

Find out more about The Berkshires

Find out more about The Berkshires

The Berkshires Guest Houses information

Number of reviews
Accommodation
Guest Houses
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia