Skip to main content

Search hotels in Hillsdale, NY

Enter your dates to see the latest prices and deals for Hillsdale hotels

Hillsdale – 7 hotels and places to stay

Filter by:

Star rating
Review score

The Brooks Motel

Hillsdale

Set in Hillsdale, 29 km from Norman Rockwell Museum, The Brooks Motel offers accommodation with free WiFi and free private parking.

R
Roger
From
United States
Excellent location for my needs. Very neat and clean
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 62 reviews
Price from
US$149
1 night, 2 adults

Prospect Berkshires

North Egremont (Near Hillsdale)

Set in North Egremont, 18 km from Norman Rockwell Museum, Prospect Berkshires offers accommodation with free bikes, free private parking, an outdoor swimming pool and a garden.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 13 reviews
Price from
US$247.50
1 night, 2 adults

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington (Near Hillsdale)

Located in Great Barrington, 19 km from Cranwell Spa & Golf Club, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires offers express check-in and check-out and free WiFi throughout...

H
Hila900
From
Israel
Great hotel in a lovely town. Very large room, with comfortable bed and clean and smelling good bedding. Large shower and plenty of cosy towels. Provide soap, shampoo and everything you need. We stayed for one night on the way north. The receptionist was very nice, and recommended us a Crowe café when we were looking for. The hotel has a heated pool and jacuzzi that made our evening unforgettable. There is also a gym not big but perfectly adequate. The check-in and check-out process were quick and accommodating. Great value for the price.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 100 reviews
Price from
US$183
1 night, 2 adults

Holiday Inn Express Great Barrington by IHG

Great Barrington (Near Hillsdale)

Comfortable Accommodations

Holiday Inn Express Great Barrington by IHG in Great Barrington offers air-conditioned rooms with private bathrooms, kitchenettes, and free WiFi.

N
Nir
From
Israel
A beautiful location A great value for the price A clean and spacious room Lovely hotel facilities Outstanding front desk staff
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 229 reviews
Price from
US$128
1 night, 2 adults

East Rock Inn

Great Barrington (Near Hillsdale)

Set in Great Barrington, within 14 km of Norman Rockwell Museum and 21 km of Cranwell Spa & Golf Club, East Rock Inn offers accommodation with a garden and free WiFi as well as free private parking...

S
Sudhakiran
From
Kuwait
Good location Spacious Nice amenities
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 152 reviews
Price from
US$132.65
1 night, 2 adults

Granville House

Great Barrington (Near Hillsdale)

Situated within 10 km of Norman Rockwell Museum and 17 km of Tanglewood Musical Center, Granville House features rooms with air conditioning and a private bathroom in Great Barrington.

M
Maz
From
United Kingdom
Everything! A super stylish and very comfortable place to stay. Welcoming hosts - couldn’t recommend highly enough.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 133 reviews
Price from
US$200
1 night, 2 adults

Wilder House Berkshires

Sheffield (Near Hillsdale)

Located in Sheffield, within 25 km of Norman Rockwell Museum and 31 km of Cranwell Spa & Golf Club, Wilder House Berkshires provides accommodation with a garden as well as free private parking for...

R
Roser
From
Spain
The breakfast was delicious and the decoration was super nice, is one of those hotels you wish it was you own home. The room was well equiped and has a Comfy bed! We couldn’t be happier with this place, the owner, Brad,is really nice and will give you all the recomendations you need, also you can fell everthing is made with care and love
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 74 reviews
Price from
US$252
1 night, 2 adults

Stockbridge Country Inn

Stockbridge (Near Hillsdale)

Featuring a garden and views of mountain, Stockbridge Country Inn is a bed and breakfast situated in a historic building in Stockbridge, 1.5 km from Norman Rockwell Museum.

L
Leslie
From
France
Very friendly owner and lovely country inn.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 15 reviews
Price from
US$309.47
1 night, 2 adults

Monument Mountain Motel

Great Barrington (Near Hillsdale)

This Great Barrington motel features free Wi-Fi and rooms with a microwave and a refrigerator. Ski Butternut Resort is 3 miles away and Egremont Country Club is 10 minutes’ drive.

M
May Yu
From
United States
Friendly and quick in accommodation .
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 261 reviews
Price from
US$66.50
1 night, 2 adults

Quality Inn

Great Barrington (Near Hillsdale)

Enjoy a convenient and affordable place to stay at our Quality Inn® hotel in the quaint town of Great Barrington, MA.

J
Joanna
From
Australia
Friendly staff, good breakfast, large room. Great location. Good price. Very happy.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 419 reviews
Price from
US$74.84
1 night, 2 adults
See all 7 hotels in Hillsdale

Hotels with parking in Hillsdale

Free parking
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 292 reviews
From US$191.01 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 692 reviews
From US$144.65 per night
Free parking
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 100 reviews
From US$159.73 per night
Free parking
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 13 reviews
From US$396.54 per night
Free parking
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 197 reviews
From US$225.02 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 82 reviews
From US$229.39 per night
Free parking
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 229 reviews
From US$138.79 per night

Most booked hotels in Hillsdale and surroundings in the past month

See all

Popular with guests booking hotels in Hillsdale

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking hotels in North Egremont

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 13 reviews

Popular with guests booking hotels in South Egremont

Popular with guests booking hotels in South Egremont

Best hotels with breakfast in Hillsdale and nearby

Featuring air-conditioned accommodation with a patio, Berkshire Vacation Rentals: High End Berkshires Getaway is set in East Hillsdale.

Located 43 km from Tanglewood Musical Center, 43 km from Tanglewood and 44 km from Cranwell Spa & Golf Club, Colonial Classic features accommodation set in Copake.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 13 reviews

Set in North Egremont, 18 km from Norman Rockwell Museum, Prospect Berkshires offers accommodation with free bikes, free private parking, an outdoor swimming pool and a garden.

From US$396.54 per night

Featuring air-conditioned accommodation with a private pool, Berkshire Vacation Rentals: Private Estate Heated YEARROUND Outdoor Pool is located in North Egremont.

Situated in South Egremont, 20 km from Norman Rockwell Museum, Buttonball Inn features accommodation with free WiFi and free private parking.

From US$320.60 per night

What guests said about Hillsdale:

8.0

We knew the location... used to live in Millerton... morons...

We knew the location... used to live in Millerton... morons on the highway dept. Had 23 west closed (local traffic only)... took the detour on Rt. 22 - got up to where the detour for 23 West was - THAT road was closed... are you kidding?? Had to get another way towards our destination...
Guest review by
Morrison
6.0

Hillsdale itself is not a destination for tourists.

Hillsdale itself is not a destination for tourists. It is a great place for second homes. It is a 50 minute haul to the Berkshires--Lenox, Stockbridge and Great Barrington, Massachusetts, across the Taconic Mountains. It is also very pretty farming country. I have been going there and nearby Copake for many, many years. A minor ski station, Catamount, is nearby.
Guest review by
Robert
United States