Book Guest Houses in The Berkshires

Featured Guest Houses in The Berkshires

The Dewey

7 Hubbard Street, Lenox, MA

CA $295

CA $329 total

Aug 18 - Aug 19

includes taxes & fees

Stay at this 3.5-star guesthouse in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast in our reviews. Popular attractions Tanglewood Music Center and The Bookstore are located nearby.

Parking included

Free WiFi

The Central Downtown Inn & Suites

20 W Housatonic St., Pittsfield, MA

CA $176

CA $197 total

Jul 27 - Jul 28

includes taxes & fees

Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located nearby.

Pet-friendly

Parking included

The Revival House

17 Commercial St, Adams, MA

Free cancellation

Reserve now, pay when you stay

CA $246

CA $274 total

Aug 11 - Aug 12

includes taxes & fees

Stay at this 3-star business-friendly guesthouse in Adams. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Adams Theater and Berkshire Scenic Railway Museum are located nearby.

Breakfast included

Parking included

Berkshire Village Carriage House - Super Private!!

CA $273

CA $399 total

Jul 31 - Aug 1

includes taxes & fees

Stay at this vacation home in Lanesborough. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Crane Museum of Papermaking and Crane Museum of Papermaking are located nearby.

Kitchen

Free WiFi

Renovated Private Guest House by Evergreen Home

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Stay at this guesthouse in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Art et Industrie and Lake Mansfield Park are located nearby.

Pet-friendly

Free WiFi

Guest House Sanctuary by Evergreen Home

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Stay at this guesthouse in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jacob's Pillow and Pyramid Lake are located nearby.

Free WiFi

Parking available

Jacob's Tanglewood Ranch

560 Stockbridge Rd, Lee, MA

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Stay at this 3-star guesthouse in Lee. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Tanglewood Music Center and Greenock Country Club are located nearby.

Pet-friendly

Parking included

Cliffwood Cottage by Evergreen Home

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Stay at this guesthouse in Lenox. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Tanglewood Music Center and The Bookstore are located nearby.

Free WiFi

Air conditioning

Chestnut Lodge

75 Chestnut Street, Lee, MA

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Stay at this 3.5-star guesthouse in Lee. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Goose Pond Reservation and Lee Premium Outlets are located nearby.

Hot tub

Parking included

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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.

Top trending hotels in The Berkshires

The Williams Inn

101 Spring Street, Williamstown, MA

CA $313

CA $350 total

Aug 11 - Aug 12

includes taxes & fees

9.6/10 Exceptional! (473 reviews)

The Berkshires Guest Houses essential information

Accommodation	9 Guest Houses
Lowest Price	CA $97
Highest Price	CA $313
Popular accommodation	The Dewey, The Central Downtown Inn & Suites, The Revival House, Berkshire Village Carriage House - Super Private!!, Renovated Private Guest House by Evergreen Home, Guest House Sanctuary by Evergreen Home, Jacob's Tanglewood Ranch, Cliffwood Cottage by Evergreen Home, Chestnut Lodge