Book Guest Houses in Sandisfield, MA
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Top Guest Houses in Sandisfield
9 Academy
9 Academy St Salisbury CT
$484 nightly
The price is $557 total per night
$557 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.
Parking included
Free WiFi
The Dewey
7 Hubbard Street Lenox MA
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Parking included
Free WiFi
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby CT
$237 nightly
The price is $269 total per night
$269 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This guesthouse features limo/town car service, a garden, and concierge services.
Air conditioning
Parking available
Hudson valley and The Berkshires Cottage
Hillsdale NY
$305 nightly
The price is $310 total per night
$310 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This guesthouse includes a garden and laundry facilities.
Pet friendly
Free WiFi
Renovated Private Guest House by Evergreen Home
Great Barrington MA
This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
Jacob's Tanglewood Ranch
560 Stockbridge Rd Lee MA
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and a communal living room are also on offer.
Pet friendly
Parking included
Chestnut Lodge
75 Chestnut Street Lee MA
A hot tub is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a picnic area are also provided.
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 hotels in Sandisfield
Simsbury 1820 House
731 Hopmeadow St Simsbury CT
$174 nightly
The price is $200 total per night from Dec 28 to Dec 29
$200 total
Dec 28 - Dec 29
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
Sandisfield Guest Houses essential information
Accommodation | 8 Guest Houses |
|---|---|
Lowest Price | $89 |
Highest Price | $557 |
Popular accommodation | 9 Academy , The Dewey, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home |
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