Book Guest Houses in Pittsfield
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Featured Guest Houses in Pittsfield
The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
The price is CA $123 per night
CA $123
CA $137 total
Dec 15 - Dec 16
includes taxes & fees
Stay at this 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
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
The price is CA $186 per night
CA $186
CA $285 total
Dec 17 - Dec 18
includes taxes & fees
Stay at this guesthouse in Lanesborough. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Jiminy Peak Mountain Resort and Crane Museum of Papermaking are located nearby.
Free WiFi
Air conditioning
The Revival House
17 Commercial St Adams MA
Free cancellation
Reserve now, pay when you stay
The price is CA $207 per night
CA $207
CA $231 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this 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
The Dewey
7 Hubbard Street Lenox MA
Stay at this guesthouse in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast in our reviews. Popular attractions The Bookstore and Lenox Library are located nearby.
Parking included
Free WiFi
Hudson valley and The Berkshires Cottage
Hillsdale NY
The price is CA $121 per night
CA $121
CA $435 total
Dec 18 - Dec 19
includes taxes & fees
Stay at this guesthouse in Hillsdale. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Catamount Aerial Adventure Park and Art et Industrie are located nearby.
Pet-friendly
Free WiFi
Renovated Private Guest House by Evergreen Home
Great Barrington MA
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
Jacob's Tanglewood Ranch
560 Stockbridge Rd Lee MA
Stay at this 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
75 Chestnut Street Lee MA
Stay at this 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
Cliffwood Cottage by Evergreen Home
Lenox MA
Stay at this guesthouse in Lenox. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions The Bookstore and Lenox Library are located nearby.
Free WiFi
Air conditioning
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 Pittsfield
Hotel On North
297 North Street Pittsfield MA
The price is CA $205 per night from Dec 21 to Dec 22
CA $205
CA $229 total
Dec 21 - Dec 22
includes taxes & fees
9.4/10 Exceptional! (805 reviews)
Pittsfield Guest Houses essential information
Accommodation | 10 Guest Houses |
|---|---|
Lowest Price | CA $137 |
Highest Price | CA $435 |
Popular accommodation | The Central Downtown Inn & Suites, Berkshire Village Carriage House - Super Private!!, The Revival House, The Dewey, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home, Vanderbilt Lakeside |