Book Guest Houses in Hillsdale
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Featured Guest Houses in Hillsdale
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
The price is CA $136 per night
CA $136
CA $151 total
Nov 2 - Nov 3
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
Berkshire Village Carriage House - Super Private!!
The price is CA $189 per night
CA $189
CA $294 total
Oct 28 - Oct 29
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 Crane Museum of Papermaking are located nearby.
Free WiFi
Air conditioning
Hudson valley and The Berkshires Cottage
The price is CA $120 per night
CA $120
CA $440 total
Oct 27 - Oct 28
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
9 Academy
9 Academy St, Salisbury, CT
The price is CA $691 per night
CA $691
CA $794 total
Oct 27 - Oct 28
includes taxes & fees
Stay at this 4-star guesthouse in Salisbury. Enjoy free WiFi, free parking, and a garden. Popular attractions Mount Frissell and Scoville Memorial Library are located nearby.
Parking included
Free WiFi
The Dewey
7 Hubbard Street, Lenox, MA
The price is CA $242 per night
CA $242
CA $271 total
Oct 29 - Oct 30
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
Hits | Catskills Views | Pet Friendly | Studio
Stay at this guesthouse in Saugerties. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions HITS-on-the-Hudson and George J. Terpening Sr. Memorial Park are located nearby.
Free WiFi
Air conditioning
LEEDS A GREAT ESCAPE
Stay at this guesthouse in Catskill. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Catskill Golf Club and Thomas Cole National Historic Site are located nearby.
Air conditioning
Parking available
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
1805 House Bed and Breakfast
775 Snydertown Road, Craryville, NY
Stay at this 3-star guesthouse in Craryville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Claverack Library and High Falls Trail are located nearby.
Breakfast included
Parking included
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
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 Hillsdale
Berkshires Untold
194 Pittsfield Rd, Lenox, MA
The price is CA $130 per night from Nov 2 to Nov 3
CA $130
CA $145 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (772 reviews)
Hillsdale Guest Houses essential information
Accommodation | 14 Guest Houses |
|---|---|
Lowest Price | CA $145 |
Highest Price | CA $794 |
Popular accommodation | The Central Downtown Inn & Suites, Berkshire Village Carriage House - Super Private!!, Hudson valley and The Berkshires Cottage, 9 Academy , The Dewey, Hits | Catskills Views | Pet Friendly | Studio, LEEDS A GREAT ESCAPE, Renovated Private Guest House by Evergreen Home, 1805 House Bed and Breakfast , Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home |