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
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 Revival House
17 Commercial St, Adams, MA
Free cancellation
Reserve now, pay when you stay
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
The Dewey
7 Hubbard Street, Lenox, MA
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
Berkshire Village Carriage House - Super Private!!
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
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
Guest House Sanctuary by Evergreen Home
Stay at this guesthouse in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jacob's Pillow and Pyramid Lake are located nearby.
Free WiFi
Parking available
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
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
Vanderbilt Lakeside
161 Main St, Philmont, NY
Stay at this 3.5-star guesthouse in Philmont. Enjoy free breakfast, free WiFi, and free parking. Popular attractions High Falls Trail and Hudson Chatham Winery are located nearby.
Breakfast included
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
Hotel On North
297 North Street, Pittsfield, MA
9.4/10 Exceptional! (734 reviews)
Pittsfield Guest Houses essential information
Accommodation | 11 Guest Houses |
|---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | The Central Downtown Inn & Suites, The Revival House, The Dewey, Berkshire Village Carriage House - Super Private!!, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Guest House Sanctuary by Evergreen Home, Jacob's Tanglewood Ranch, Cliffwood Cottage by Evergreen Home, Vanderbilt Lakeside, Chestnut Lodge |