Book Guest Houses in Hillsdale, NY
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Top Guest Houses in Hillsdale
The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
$97 nightly
The price is $109 total per night
$109 total
Nov 12 - Nov 13
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on offer.
Pet friendly
Parking included
Hideaway Inn Lenox
11 Old Stockbridge Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$137 nightly
The price is $153 total per night
$153 total
Nov 16 - Nov 17
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and picnic area. A communal living room, a library, and a virtual front desk are also on offer.
Pet friendly
Parking included
The Harlow House
439 Lake Dr Rhinebeck NY
$189 nightly
The price is $213 total per night
$213 total
Nov 15 - Nov 16
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Parking included
Free WiFi
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
$180 nightly
The price is $201 total per night
$201 total
Nov 15 - Nov 16
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
LEEDS A GREAT ESCAPE
Leeds NY
This guesthouse includes a garden and barbecue grills.
Air conditioning
Parking available
Hits | Catskills Views | Pet Friendly | Studio
Saugerties NY
This guesthouse includes a garden and laundry facilities.
Free WiFi
Air conditioning
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
9 Academy
9 Academy St Salisbury CT
$546 nightly
The price is $628 total per night
$628 total
Nov 17 - Nov 18
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
Hudson valley and The Berkshires Cottage
Hillsdale NY
A garden is available at this guesthouse.
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
Cliffwood Cottage by Evergreen Home
Lenox MA
This guesthouse features laundry facilities.
Free WiFi
Air conditioning
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 Hillsdale
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$192 nightly
The price is $207 total per night from Dec 10 to Dec 11
$207 total
Dec 10 - Dec 11
Total with taxes and fees
9.6/10 Exceptional! (343 reviews)
Hillsdale Guest Houses essential information
Accommodation | 16 Guest Houses |
|---|---|
Lowest Price | $85 |
Highest Price | $628 |
Popular accommodation | The Central Downtown Inn & Suites, Hideaway Inn Lenox, The Harlow House, Berkshire Village Carriage House - Super Private!!, LEEDS A GREAT ESCAPE, Hits | Catskills Views | Pet Friendly | Studio, The Dewey, 9 Academy , Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Cliffwood Cottage by Evergreen Home, Chestnut Lodge |