A rural landscape with snow-covered fields, a winding road, and scattered trees.

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Check prices for these dates

Tonight
7 Oct - 8 Oct
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8 Oct - 9 Oct
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9 Oct - 11 Oct
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16 Oct - 18 Oct
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Top Hillsdale Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Very spacious and inviting..Loved the coffee maker in lobby!!!! All the girls at the front desk were extremely nice and welcoming. Very clean property and great location.. to Great Barrington, Lenox, Stockbridge, and Lee with great restaurants near by in those towns as well"
Frank 2-night trip
Posted 12 hours ago
Berkshire Mountain Lodge
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Wonderful location. Nearby Norman Rockwell museum. Perfect for a stopover."
Pam 1-night trip
Posted 12 hours ago
Quality Inn Lee - Lenox South
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Nice little cabin, well situated to sightseeing"
Darryl 2-night trip
Posted 13 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"
Joanne 1-night trip
Posted 14 hours ago
The Red Lion Inn
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Went here for our 24th Wedding Anniversary!! We picked the area so we could go to the Norman Rockwell museum. To our surprise we were upgraded to a Villa. Thank you so much Becky for the accommodations. We will be back!"
Ranee 2-night trip
Posted 15 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Delightful and charming! When you go to an inn that is over 200 years old you don’t know what to expect and everything was a wonderful surprise. Super clean, stylish, and staff that was warm and friendly. We had what we believe was the smallest room in the Inn, not much over 100 ft.², and it was perfect for a one night stay. The breakfast options were a real treat!"
F. Cole 1-night trip
Posted 23 hours ago
The Cornell Inn, Lenox & The Berkshires
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

8/10 Good
"."
Alexandra 1-night trip
Posted 2 days ago
Pocketbook Hotel and Bath
Hotel On North

Hotel On North

10/10 Excellent
"Beautiful boutique hotel. We will be back!"
Rebecca 1-night trip
Posted 2 days ago
Hotel On North
St. Charles Hotel

St. Charles Hotel

8/10 Good
"The St. Charles hotel is a good place to stay if you are looking for a great location to stay. It's within walking distance of restaurants and close to places to visit. However the WiFi network does kick out a lot."
James 2-night trip
Posted 2 days ago
St. Charles Hotel

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