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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 $160 per night
CA $160
CA $179 total
includes taxes & fees
29 Mar - 30 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.
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.
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 Tanglewood Music Center and Greenock Country Club are located nearby.
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.
Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home

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

The Williams Inn

101 Spring Street, Williamstown, MA
The price is CA $319 per night from Mar. 30 to Mar. 31
CA $319
CA $357 total
includes taxes & fees
30 Mar - 31 Mar
9.6/10 Exceptional! (430 reviews)

The Berkshires Guest Houses essential information

Accommodation
5 Guest Houses
Lowest Price
CA $127
Highest Price
CA $319
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, Cliffwood Cottage by Evergreen Home

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