Book Guest Houses in The Berkshires, MA

Top Guest Houses in The Berkshires

The Central Downtown Inn & Suites

20 W Housatonic St., Pittsfield, MA

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on offer.

Pet friendly

Parking included

The Revival House

17 Commercial St, Adams, MA

Free Cancellation

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This guesthouse features free WiFi in public areas, a virtual front desk, and free self parking. Enjoy the free self-serve breakfast each morning. A communal living room is also provided.

Breakfast included

Parking included

The Dewey

7 Hubbard Street, Lenox, MA

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Parking included

Free WiFi

Berkshire Village Carriage House - Super Private!!

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This vacation home includes a garden and barbecue grills.

Kitchen

Free WiFi

Renovated Private Guest House by Evergreen Home

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Pet friendly

Free WiFi

Guest House Sanctuary by Evergreen Home

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Free WiFi

Parking available

Jacob's Tanglewood Ranch

560 Stockbridge Rd, Lee, MA

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and a communal living room are also on offer.

Pet friendly

Parking included

Cliffwood Cottage by Evergreen Home

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This guesthouse features laundry facilities.

Free WiFi

Air conditioning

Chestnut Lodge

75 Chestnut Street, Lee, MA

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A hot tub is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a picnic area are also provided.

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 hotels in The Berkshires

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

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9/10 Wonderful! (1,003 reviews)

The Berkshires Guest Houses essential information

Accommodation	6 Guest Houses
Lowest Price
Highest Price
Popular accommodation	The Central Downtown Inn & Suites, The Revival House, The Dewey, 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