A historic stone building with a yellow roof, surrounded by a white fence and lush green grass.

Guest Houses in Berkshire County

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Check prices for these dates

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

Our top choices for Berkshire 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, (45 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 3.637.959 ₫
4.063.650 ₫ 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 2.585.484 ₫
2.887.907 ₫ total
includes taxes & fees
25 Aug - 26 Aug
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, (36 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is 4.324.810 ₫
4.830.938 ₫ total
includes taxes & fees
25 Aug - 26 Aug
The Revival House
A spacious room with a large wooden floor, a patterned rug, a sofa, and a dining table with chairs.

4. 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 cozy living room with a stone fireplace, leather sofa, and a wooden coffee table with flowers.

5. 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.

6. 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
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 Berkshire County Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"BIen situé avec pleins de restaurants accessibe à pied autour. Grand parking sécuritaire en face il y a la caserne de pompiers. Idéalement ce serait bien d'installer des bornes électriques de recharge pour les véhicules électriques. Déjeuner modeste. Pas de protéines. Pâtisseries et fruits bons. Très propre. Personnel courtois"
Cynthia 2-night trip
Posted 2 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about Berkshire County

Berkshire County Guest Houses information

Number of reviews
810
Accommodation
6 Guest Houses
Lowest Price
2.887.907 ₫
Highest Price
4.830.938 ₫