Hot Hillsdale Guest House Rates

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Featured Guest Houses in Hillsdale

The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street, Lenox, MA
The price is NZ$340 per night from 3 Sept to 4 Sept
NZ$340
3 Sept - 4 Sept
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 ...
The Dewey
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
The price is NZ$244 per night from 17 Aug to 18 Aug
NZ$244
17 Aug - 18 Aug
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 ...
The Central Downtown Inn & Suites
Tivoli Star Gazing Cabin - External 2

Tivoli Star Gazing Cabin - External 2

Tivoli
Stay at this guesthouse in Tivoli. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Village Books and Tivoli Free Library are located ...
Tivoli Star Gazing Cabin - External 2
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Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
Stay at this vacation home in Lanesborough. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Jiminy Peak Mountain Resort and Crane ...
Berkshire Village Carriage House - Super Private!!
Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage

Hillsdale
The price is NZ$545 per night from 4 Aug to 5 Aug
NZ$545
4 Aug - 5 Aug
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 ...
Hudson valley and The Berkshires Cottage
9 Academy

9 Academy

4 out of 5
9 Academy St, Salisbury, CT
The price is NZ$1,093 per night from 11 Aug to 12 Aug
NZ$1,093
11 Aug - 12 Aug
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 ...
9 Academy
LEEDS A GREAT ESCAPE

LEEDS A GREAT ESCAPE

Leeds
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 ...
LEEDS A GREAT ESCAPE
Hits | Catskills Views | Pet Friendly | Studio

Hits | Catskills Views | Pet Friendly | Studio

Saugerties
The price is NZ$505 per night from 31 Aug to 1 Sept
NZ$505
31 Aug - 1 Sept
includes taxes & fees
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. ...
Hits | Catskills Views | Pet Friendly | Studio
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

Great Barrington
Stay at this guesthouse in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Art et Industrie and Lake Mansfield Park ...
Renovated Private Guest House by Evergreen Home
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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.

Guest House Accommodation in Hillsdale

We’ve got some pretty great guest house accommodation options in Hillsdale, if we do say so ourselves. Even better: they won’t break the bank. So if you’re the type of person who loves a good deal, but also loves your creature comforts, Hillsdale guest houses could be for you.

Think of the cosiest possible things you can right now: Loads and loads of blankets on a chilly morning. Fresh flowers in the morning sunlight. Fluffy bathrobes and crackling fireplaces. You get the idea. Guess what? Guest houses in Hillsdale have so many options to choose from, you just might find one with all those things. (You should still bring your fave ugg boots though, because they’re just so perfectly broken in.) Yes, your room will be so comfy, you’re gonna want to hole up and hibernate, but don’t give in to the temptation. There are loads of things to do in Hillsdale—places to go, people to meet, and food to eat. And no, you can’t bring the fluffy bathrobe with you.

You’ll find the best budget guesthouses right here on lastminute.co.nz, so you can take the guesswork out of your holiday.

Hillsdale Guest Houses essential information

Accommodation
16 Guest Houses
Lowest Price
NZ$134
Highest Price
NZ$1,093
Popular accommodation
The Dewey, The Central Downtown Inn & Suites, Tivoli Star Gazing Cabin - External 2, Berkshire Village Carriage House - Super Private!!, Hudson valley and The Berkshires Cottage, 9 Academy , LEEDS A GREAT ESCAPE, Hits | Catskills Views | Pet Friendly | Studio, Renovated Private Guest House by Evergreen Home

Top trending hotels in Hillsdale

The Brooks Motel

The Brooks Motel

2 out of 5
2871 New York 23, Hillsdale, NY
Fully refundableReserve now, pay when you stay
The price is NZ$244 per night from 4 Aug to 5 Aug
NZ$244
4 Aug - 5 Aug
includes taxes & fees
Stay at this motel in Hillsdale. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Catamount Aerial Adventure Park and Community Library ...
The Brooks Motel
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$134 per night from 17 Aug to 18 Aug
NZ$134
17 Aug - 18 Aug
includes taxes & fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
FairBridge Inn Express
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$801 per night from 8 Aug to 9 Aug
NZ$801
8 Aug - 9 Aug
includes taxes & fees
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Berkshires Untold
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Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
The price is NZ$372 per night from 4 Aug to 5 Aug
NZ$372
4 Aug - 5 Aug
includes taxes & fees
Stay at this cabin in Catskill. Enjoy free parking, hiking/biking on site, and furnished patios. Popular attractions Catskill Golf Club and Mahayana Temple are ...
Postcard Cabins Eastern Catskills
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See all available properties in Hillsdale
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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.

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^Subject to availability and chosen travel dates.