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 $139 per night
CA $139
per night
Nov 17 - Nov 18
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
Hideaway Inn Lenox
11 Old Stockbridge Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
The price is CA $151 per night
CA $151
per night
Nov 16 - Nov 17
Book a stay at this family-friendly guesthouse in Lenox. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Pet-friendly
Parking included
The Revival House
17 Commercial St Adams MA
Free cancellation
Reserve now, pay when you stay
The price is CA $196 per night
CA $196
per night
Nov 29 - Nov 30
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
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
The price is CA $214 per night
CA $214
per night
Dec 13 - Dec 14
Stay at this guesthouse in Lanesborough. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Jiminy Peak Mountain Resort and Pontoosuc Lake are located nearby.
Free WiFi
Air conditioning
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 Tanglewood Music Center and Lenox Library are located nearby.
Parking included
Free WiFi
Hudson valley and The Berkshires Cottage
Hillsdale NY
Stay at this guesthouse in Hillsdale. Enjoy free WiFi, a garden, and an in-room coffeemaker. 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
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 Tanglewood Music Center and Lenox Library are located nearby.
Free WiFi
Air conditioning
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
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 Tanglewood Music Center and Lenox Arts Center are located nearby.
Pet-friendly
Parking included
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
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is CA $109 per night from Dec 6 to Dec 7
CA $109
per night
Dec 6 - Dec 7
Pittsfield Guest Houses essential information
Accommodation | 11 Guest Houses |
|---|---|
Lowest Price | CA $113 |
Highest Price | CA $312 |
Popular accommodation | The Central Downtown Inn & Suites, Hideaway Inn Lenox, The Revival House, Berkshire Village Carriage House - Super Private!!, The Dewey, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Cliffwood Cottage by Evergreen Home, Chestnut Lodge, Jacob's Tanglewood Ranch, Vanderbilt Lakeside |