Search Guest Houses in The Berkshires from CA $151

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Browse Select The Berkshires Guest Houses

Our top choices for The Berkshires guest houses

The Dewey

3.5 star property
8.8 out of 10, Excellent, (321)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is CA $196
CA $219 total
includes taxes & fees
Sep 15 - Sep 16
The Dewey

The Revival House

3.0 star property
9.0 out of 10, Wonderful, (11)
"Self check in was easy. Rooms were spacious and clean. Great place."
The price is CA $250
CA $279 total
includes taxes & fees
Aug 24 - Aug 25
The Revival House

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (110)
"Lovely Inn and very responsive and approachable staff. "
The price is CA $138
CA $222 total
includes taxes & fees
Aug 28 - Aug 29
Blooming Inn

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is CA $763
CA $877 total
includes taxes & fees
Sep 7 - Sep 8
9 Academy

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (64)
"Exceptional service beautiful place "
The price is CA $284
CA $313 total
includes taxes & fees
Sep 16 - Sep 17
The Inn At Quail Run

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (307)
"Clean and convenient."
The price is CA $151
CA $169 total
includes taxes & fees
Sep 14 - Sep 15
The Central Downtown Inn & Suites

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (256)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
The price is CA $208
CA $310 total
includes taxes & fees
Sep 16 - Sep 17
Berkshire Village Carriage House - Super Private!!

In town, newly remodeled studio with private balcony

10.0 out of 10, Exceptional, (114)
"Great place. Quiet, clean and spacious - thank you so much "
The price is CA $132
CA $217 total
includes taxes & fees
Aug 27 - Aug 28
In town, newly remodeled studio with private balcony

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

10.0 out of 10, Exceptional, (88)
"Enjoyed staying"
The price is CA $208
CA $373 total
includes taxes & fees
Aug 24 - Aug 25
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (14)
"This is an excellent place to get away and relax! Beautiful property inside and out."
The price is CA $119
CA $429 total
includes taxes & fees
Sep 1 - Sep 2
Hudson valley and The Berkshires Cottage
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 The Berkshires Hotel Reviews