Book Guest Houses in The Berkshires

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Featured Guest Houses in The Berkshires

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
The price is CA $169 per night
CA $169
CA $189 total
includes taxes & fees
19 Mar - 20 Mar
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
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

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Stay at this guesthouse in Great Barrington. Enjoy free WiFi, a garden, and patios. Popular attractions Art et Industrie and Lake Mansfield Park are located nearby.
Pet-friendly
Free WiFi
Guest House Sanctuary by Evergreen Home

Guest House Sanctuary by Evergreen Home

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Stay at this guesthouse in Becket. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Jacob's Pillow and Pyramid Lake are located nearby.
Free WiFi
Parking available
Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch

3 out of 5
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 Greenock Country Club and Berkshire Theatre Festival are located nearby.
Pet-friendly
Parking included
Chestnut Lodge

Chestnut Lodge

3.5 out of 5
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.

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The Williams Inn

The Williams Inn

101 Spring Street, Williamstown, MA
The price is CA $283 per night from Mar. 5 to Mar. 6
CA $283
CA $317 total
includes taxes & fees
5 Mar - 6 Mar
9.6/10 Exceptional! (419 reviews)

The Berkshires Guest Houses essential information

Accommodation
5 Guest Houses
Lowest Price
CA $116
Highest Price
CA $283
Popular accommodation
The Central Downtown Inn & Suites, Renovated Private Guest House by Evergreen Home, Guest House Sanctuary by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge

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