Hot Hillsdale Guest House Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Guest Houses in Hillsdale

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
The price is NZ$240 per night from 17 Apr to 18 Apr
NZ$240
includes taxes & fees
17 Apr - 18 Apr
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
9 Academy

9 Academy

4 out of 5
9 Academy St, Salisbury, CT
The price is NZ$1,133 per night from 15 Apr to 16 Apr
NZ$1,133
includes taxes & fees
15 Apr - 16 Apr
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
Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage

Hillsdale
The price is NZ$479 per night from 6 Apr to 7 Apr
NZ$479
includes taxes & fees
6 Apr - 7 Apr
Stay at this guesthouse in Hillsdale. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Catamount Aerial Adventure Park and Art ...
Hudson valley and The Berkshires Cottage
Save an average of 15% on thousands of hotels when you're signed in
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
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 patios. Popular attractions Art et Industrie and Lake Mansfield Park are located ...
Renovated Private Guest House by Evergreen Home
Hits | Catskills Views | Pet Friendly | Studio

Hits | Catskills Views | Pet Friendly | Studio

Saugerties
Stay at this guesthouse in Saugerties. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions HITS-on-the-Hudson and George J. Terpening ...
Hits | Catskills Views | Pet Friendly | Studio
Guest House Sanctuary by Evergreen Home

Guest House Sanctuary by Evergreen Home

Becket
Stay at this guesthouse in Becket. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Jacob's Pillow and Pyramid Lake are located ...
Guest House Sanctuary by Evergreen Home
Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch

3 out of 5
560 Stockbridge Rd, Lee, MA
Stay at this 3-star guesthouse in Lee. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Tanglewood Music Center and Greenock ...
Jacob's Tanglewood Ranch
Vanderbilt Lakeside

Vanderbilt Lakeside

3.5 out of 5
161 Main St, Philmont, NY
Stay at this 3.5-star guesthouse in Philmont. Enjoy free breakfast, free WiFi, and free parking. Popular attractions High Falls Trail and Hudson Chatham Winery ...
Vanderbilt Lakeside
Don't see what you're looking for?
See all available properties in Hillsdale
View all properties
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
12 Guest Houses
Lowest Price
NZ$173
Highest Price
NZ$1,133
Popular accommodation
The Central Downtown Inn & Suites, 9 Academy , Hudson valley and The Berkshires Cottage, LEEDS A GREAT ESCAPE, Renovated Private Guest House by Evergreen Home, Hits | Catskills Views | Pet Friendly | Studio, Guest House Sanctuary by Evergreen Home, Jacob's Tanglewood Ranch, Vanderbilt Lakeside

Top trending hotels in Hillsdale

Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$189 per night from 16 Apr to 17 Apr
NZ$189
includes taxes & fees
16 Apr - 17 Apr
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 ...
Life House Berkshires
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$173 per night from 10 Apr to 11 Apr
NZ$173
includes taxes & fees
10 Apr - 11 Apr
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Yankee, Trademark Collection by Wyndham
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundable
The price is NZ$257 per night from 6 Apr to 7 Apr
NZ$257
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Save an average of 15% on thousands of hotels when you're signed in
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2 out of 5
2764 Route 32, Saugerties, NY
Fully refundableReserve now, pay when you stay
The price is NZ$212 per night from 16 Apr to 17 Apr
NZ$212
includes taxes & fees
16 Apr - 17 Apr
Book a stay at this business-friendly hotel in Saugerties. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms ...
Howard Johnson by Wyndham Saugerties
Don't see what you're looking for?
See all available properties in Hillsdale
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.