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 $140 per night
CA $140
CA $156 total
Sep 28 - Sep 29
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
Hideaway Inn Lenox
11 Old Stockbridge Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
The price is CA $184 per night
CA $184
CA $206 total
Sep 29 - Sep 30
includes taxes & fees
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 $234 per night
CA $234
CA $262 total
Sep 28 - Sep 29
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
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
The price is CA $191 per night
CA $191
CA $292 total
Sep 30 - Oct 1
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 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
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
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
The price is CA $150 per night from Oct 18 to Oct 19
CA $150
CA $167 total
Oct 18 - Oct 19
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
Pittsfield Guest Houses essential information
Accommodation | 11 Guest Houses |
|---|---|
Lowest Price | CA $98 |
Highest Price | CA $292 |
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, Jacob's Tanglewood Ranch, Vanderbilt Lakeside, Chestnut Lodge |