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 $143 per night
CA $143
CA $160 total
Oct 1 - Oct 2
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 Dewey
7 Hubbard Street, Lenox, MA
The price is CA $217 per night
CA $217
CA $242 total
Sep 22 - Sep 23
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 Revival House
17 Commercial St, Adams, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $249 per night
CA $249
CA $278 total
Sep 16 - Sep 17
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!!
The price is CA $208 per night
CA $208
CA $319 total
Sep 16 - Sep 17
includes taxes & fees
Stay at this vacation home 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.
Kitchen
Free WiFi
Hudson valley and The Berkshires Cottage
The price is CA $136 per night
CA $136
CA $449 total
Oct 6 - Oct 7
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
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 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
Chestnut Lodge
75 Chestnut Street, Lee, MA
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
Cliffwood Cottage by Evergreen Home
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
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
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street, Pittsfield, MA
The price is CA $196 per night from Sep 17 to Sep 18
CA $196
CA $219 total
Sep 17 - Sep 18
includes taxes & fees
9.6/10 Exceptional! (36 reviews)
Pittsfield Guest Houses essential information
Accommodation | 10 Guest Houses |
|---|---|
Lowest Price | CA $98 |
Highest Price | CA $249 |
Popular accommodation | The Central Downtown Inn & Suites, The Dewey, The Revival House, Berkshire Village Carriage House - Super Private!!, 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 |
