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
$99 nightly
The price is $111 total per night
$111 total
Sep 28 - Sep 29
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
$134 nightly
The price is $150 total per night
$150 total
Sep 29 - Sep 30
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
$187 nightly
The price is $212 total per night
$212 total
Sep 29 - Sep 30
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
$185 nightly
The price is $207 total per night
$207 total
Sep 30 - Oct 1
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
9 Academy
9 Academy St Salisbury CT
$594 nightly
The price is $683 total per night
$683 total
Sep 28 - Sep 29
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
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
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
$201 nightly
The price is $217 total per night from Oct 26 to Oct 27
$217 total
Oct 26 - Oct 27
Total with taxes and fees
9.6/10 Exceptional! (309 reviews)
Hillsdale Guest Houses essential information
Accommodation | 16 Guest Houses |
|---|---|
Lowest Price | $111 |
Highest Price | $683 |
Popular accommodation | The Central Downtown Inn & Suites, Hideaway Inn Lenox, The Harlow House, Berkshire Village Carriage House - Super Private!!, 9 Academy , LEEDS A GREAT ESCAPE, Hits | Catskills Views | Pet Friendly | Studio, The Dewey, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Cliffwood Cottage by Evergreen Home, 1805 House Bed and Breakfast |