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 AU$298 per night from 10 Sept to 11 Sept
AU$298
10 Sept - 11 Sept
includes taxes & fees
With a stay at The Dewey in Lenox, you'll be in the suburbs, within a 5-minute drive of Tanglewood Music Center and The Bookstore.
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 AU$197 per night from 1 Sept to 2 Sept
AU$197
1 Sept - 2 Sept
includes taxes & fees
Located in Pittsfield, The Central Downtown Inn & Suites is a 1-minute drive from Berkshire Museum and 7 minutes from Bousquet Ski Area.
The Central Downtown Inn & Suites
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
Located in Lanesborough, this vacation home is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.
Berkshire Village Carriage House - Super Private!!
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Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage

Hillsdale
The price is AU$458 per night from 1 Sept to 2 Sept
AU$458
1 Sept - 2 Sept
includes taxes & fees
With a stay at this guesthouse in Hillsdale, you'll be within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Hillsdale Town Hall.
Hudson valley and The Berkshires Cottage
9 Academy

9 Academy

4 out of 5
9 Academy St, Salisbury, CT
The price is AU$969 per night from 7 Sept to 8 Sept
AU$969
7 Sept - 8 Sept
includes taxes & fees
Located in Salisbury, 9 Academy is a 1-minute drive from Harney and Sons Tea Tasting Room and 5 minutes from Mount Riga State Park.
9 Academy
LEEDS A GREAT ESCAPE

LEEDS A GREAT ESCAPE

Leeds
Located in Catskill, this guesthouse is in a rural location, a 5-minute drive from Catskill Golf Club and 5 minutes from Thomas Cole National Historic Site.
LEEDS A GREAT ESCAPE
Hits | Catskills Views | Pet Friendly | Studio

Hits | Catskills Views | Pet Friendly | Studio

Saugerties
The price is AU$472 per night from 14 Sept to 15 Sept
AU$472
14 Sept - 15 Sept
includes taxes & fees
With a stay at this guesthouse in Saugerties, you'll be a 3-minute walk from HITS-on-the-Hudson and 11 minutes by foot from Bristol Beach State Park.
Hits | Catskills Views | Pet Friendly | Studio
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

Great Barrington
Located in Great Barrington, this guesthouse is in a rural location, within a 10-minute drive of Monument Mountain and Housatonic River.
Renovated Private Guest House by Evergreen Home
1805 House Bed and Breakfast

1805 House Bed and Breakfast

3 out of 5
775 Snydertown Road, Craryville, NY
Located in Craryville, 1805 House Bed and Breakfast is in a rural location, within a 15-minute drive of Claverack Library and Stoddard Corner.
1805 House Bed and Breakfast
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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.com.au, so you can take the guesswork out of your holiday.

Hillsdale Guest Houses essential information

Accommodation
16 Guest Houses
Lowest Price
AU$121
Highest Price
AU$969
Popular accommodation
The Dewey, The Central Downtown Inn & Suites, 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, 1805 House Bed and Breakfast

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 AU$241 per night from 21 Aug to 22 Aug
AU$241
21 Aug - 22 Aug
includes taxes & fees
When you stay at The Brooks Motel in Hillsdale, you'll be near ski lifts, within a 5-minute drive of Catamount Aerial Adventure Park and Catamount Ski Area.
The Brooks Motel
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Berkshire Mountain Lodge
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 AU$121 per night from 8 Sept to 9 Sept
AU$121
8 Sept - 9 Sept
includes taxes & fees
Located in Pittsfield, FairBridge Inn Express is in the suburbs, a 4-minute drive from Crane Museum of Papermaking and 6 minutes from Berkshire Athenaeum.
FairBridge Inn Express
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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 AU$337 per night from 17 Aug to 18 Aug
AU$337
17 Aug - 18 Aug
includes taxes & fees
Located in Catskill, Postcard Cabins Eastern Catskills is in a regional park, within a 10-minute drive of Catskill Golf Club and Thomas Cole National Historic ...
Postcard Cabins Eastern Catskills
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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.