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Hillsdale – 7 hotels and places to stay

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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 6.9
Pleasant - What previous guests thought, 65 reviews
Price from
US$146.32
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 9.7
Exceptional - What previous guests thought, 16 reviews
Price from
US$220
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...

M
Marie
From
Ireland
Friendly and helpful staff. High standard of cleanliness. Appreciated complimentary breakfast.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 101 reviews
Price from
US$183
1 night, 2 adults

Holiday Inn Express Great Barrington by IHG

Great Barrington (Near Hillsdale)

Set in Great Barrington, 12 km from Norman Rockwell Museum, Holiday Inn Express Great Barrington by IHG offers accommodation with a fitness centre, free private parking and a shared lounge.

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, 236 reviews
Price from
US$119
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...

Y
Yonit
From
Israel
Beautiful brand new motel. Spotless and ideally located. The host is very welcoming and kind.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 156 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.

S
Simona
From
Italy
Like to be in a old fairytale, everything was perfect!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 132 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...

B
Bernadette
From
United Kingdom
It was a fantastic home from home. The house is beautiful. Brad, the owner, was incredibly nice and his breakfasts are amazing. We loved every minute of staying there.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 81 reviews
Price from
US$252
1 night, 2 adults

Spencertown Inn

Spencertown (Near Hillsdale)

Situated in Spencertown, 21 km from Tanglewood Musical Center, Spencertown Inn features accommodation with a garden, free private parking and a terrace.

F
Francisco
From
Portugal
Had a wonderful stay, the apartment was very clean and cozy. Checking in was very easy and it had everything we needed for a short stay. Really close to hiking spots. Would recomend!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 45 reviews
Price from
US$219
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, 16 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 8.4
Very good - What previous guests thought, 263 reviews
Price from
US$66.50
1 night, 2 adults
See all 7 hotels in Hillsdale

Hotels with parking in Hillsdale

Free parking
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 134 reviews
Free parking
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 296 reviews
From US$367.49 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 695 reviews
From US$206.09 per night
Free parking
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 101 reviews
From US$186.54 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 65 reviews
From US$300.71 per night
Free parking
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 16 reviews
From US$530.58 per night
Free parking
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 199 reviews
From US$210.86 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 83 reviews
Free parking
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 236 reviews
From US$157.14 per night

Most booked hotels in Hillsdale and surroundings in the past month

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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 9.7
Exceptional - What previous guests thought, 16 reviews

Popular with guests booking hotels in South Egremont

Popular with guests booking hotels in South Egremont

Budget hotels in Hillsdale and nearby

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

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

What guests said about Hillsdale:

10

What a lovely town!

What a lovely town! I wished we could have spent at least 2 more days in the area. It's perfectly situated between Hudson and Great Barrington, MA (20 min from each), so you have great options for where to spend your time. There was a pretty trail called Bish Bash Falls nearby and a super cute brunch spot called Twisted Sisters Coffee House (great cortado and breakfast burrito). I'm looking forward to visiting again!
Guest review by
Katherine
United States
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