Compare Hillsdale Guest House Rentals
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Featured Guest Houses in Hillsdale
The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
$118 nightly
The price is $132 total per night
$132 total
May 31 - Jun 1
Total with taxes and fees
Guests of The Central Downtown Inn & Suites enjoy free WiFi in public areas, express check-in, and express check-out. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include a terrace and laundry facilities.
Pet friendly
Parking included
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
$187 nightly
The price is $209 total per night
$209 total
May 26 - May 27
Total with taxes and fees
Guests staying at this guesthouse have access to a garden and barbecue grills.
Free WiFi
Air conditioning
9 Academy
9 Academy St Salisbury CT
$562 nightly
The price is $646 total per night
$646 total
Jun 2 - Jun 3
Total with taxes and fees
9 Academy features free WiFi in public areas, express check-in, and express check-out. You can put free parking to good use if you drive. Additional amenities include laundry facilities and a garden.
Parking included
Free WiFi
Hits | Catskills Views | Pet Friendly | Studio
Saugerties NY
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Free WiFi
Air conditioning
LEEDS A GREAT ESCAPE
Leeds NY
Guests staying at this guesthouse have access to barbecue grills and a garden.
Air conditioning
Parking available
The Dewey
7 Hubbard Street Lenox MA
At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.
Parking included
Free WiFi
Hudson valley and The Berkshires Cottage
Hillsdale NY
$331 nightly
The price is $336 total per night
$336 total
Jun 4 - Jun 5
Total with taxes and fees
At this guesthouse, guests have access to a garden.
Pet friendly
Free WiFi
Renovated Private Guest House by Evergreen Home
Great Barrington MA
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi
Jacob's Tanglewood Ranch
560 Stockbridge Rd Lee MA
Guests staying at Jacob's Tanglewood Ranch enjoy free WiFi in public areas, a terrace, and barbecue grills. You can take advantage of free parking if you drive. Additional amenities include a picnic area and a communal living room.
Pet friendly
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.
Hotel Options in Hillsdale
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$113 nightly
The price is $126 total per night from May 25 to May 26
$126 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (944 reviews)
Berkshires Untold
194 Pittsfield Rd Lenox MA
$111 nightly
The price is $124 total per night from May 25 to May 26
$124 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (952 reviews)
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 Jun 22 to Jun 23
$207 total
Jun 22 - Jun 23
Total with taxes and fees
9.6/10 Exceptional! (230 reviews)
Hillsdale Guest Houses essential information
Accommodation | 14 Guest Houses |
|---|---|
Lowest Price | $124 |
Highest Price | $646 |
Popular accommodation | The Central Downtown Inn & Suites, Berkshire Village Carriage House - Super Private!!, 9 Academy , Hits | Catskills Views | Pet Friendly | Studio, LEEDS A GREAT ESCAPE, The Dewey, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch |