Book Guest Houses in Pittsfield
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Featured Guest Houses in Pittsfield
Hideaway Inn Lenox
11 Old Stockbridge Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
The price is CA $194 per night
CA $194
per night
Sep 7 - Sep 8
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 Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
The price is CA $127 per night
CA $127
per night
Sep 3 - Sep 4
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
The Revival House
17 Commercial St Adams MA
Free cancellation
Reserve now, pay when you stay
The price is CA $231 per night
CA $231
per night
Sep 9 - Sep 10
Book a stay at this business-friendly guesthouse in Adams. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Massachusetts Museum of Contemporary Art and Adams Theater are located nearby.
Breakfast included
Parking included
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
The price is CA $209 per night
CA $209
per night
Aug 31 - Sep 1
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 The Bookstore 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 The Bookstore are located nearby.
Free WiFi
Air conditioning
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
Vanderbilt Lakeside
161 Main St Philmont NY
Stay at this 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
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
The price is CA $182 per night from Sep 7 to Sep 8
CA $182
per night
Sep 7 - Sep 8
9.4/10 Exceptional! (156 reviews)
Pittsfield Guest Houses essential information
Accommodation | 10 Guest Houses |
|---|---|
Lowest Price | CA $96 |
Highest Price | CA $321 |
Popular accommodation | Hideaway Inn Lenox, The Central Downtown Inn & Suites, 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, Jacob's Tanglewood Ranch, Vanderbilt Lakeside, Chestnut Lodge |