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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Hillsdale inns

Room, 1 King Bed, Balcony, Garden View | Balcony view
Wm. Farmer & Sons

Wm. Farmer & Sons

Wm. Farmer & Sons
2.5 star property
Hudson
9.2 out of 10, Wonderful, (76)
"We had a lovely stay. They upgraded our room & we had the most cozy & charming suite. Would absolutely stsy here again. "
United States
Natalie
The price is AED 577
AED 652 total
includes taxes & fees
7 Jan - 8 January 2026
Wm. Farmer & Sons
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is AED 1,120
AED 1,352 total
includes taxes & fees
1 Jan - 2 January 2026
The Old Inn On The Green
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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Top Hillsdale Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Did not have breakfast. Wish it was free but the hotel staff was amazing and the valet was great too! "
Rakhee 2-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG