Hillsdale hotel guide. Independent hotel in Hillsdale, New York

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Check prices for these dates

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Hillsdale Independent Hotels

Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (777)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is Rp1.822.882
Rp2.036.159 total
includes taxes & fees
14 Dec - 15 Dec
Berkshires Untold
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is Rp2.145.012
Rp3.138.868 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Red Lion Inn
Front of property – evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (803)
"Clean room and staff was super friendly"
United States
Yuen
The price is Rp2.217.997
Rp2.477.502 total
includes taxes & fees
22 Dec - 23 Dec
Hotel On North
Free daily continental breakfast
St. Charles Hotel

St. Charles Hotel

2.0 star property
Hudson
6.8 out of 10, (853)
"The breakfast and proximity to everything. "
United States
Mary-Linda
The price is Rp1.823.260
Rp2.060.375 total
includes taxes & fees
1 Jan - 2 Jan 2026
St. Charles Hotel
Corner Studio | In-room safe, blackout curtains, iron/ironing board, free WiFi
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2.0 star property
Hudson
7.8 out of 10, Good, (7)
"The room was very nice, and the staff was great"
United States
Kienan
The price is Rp3.890.952
Rp5.148.362 total
includes taxes & fees
28 Dec - 29 Dec
Pocketbook Hotel and Bath
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 star property
Lakeville
8.2 out of 10, Very good, (270)
"The staff is courteous and accommodating especially the restaurant staff."
United States
Christian
The price is Rp3.725.662
Rp4.284.511 total
includes taxes & fees
9 Dec - 10 Dec
Interlaken Inn & Resort
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (802)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Front of property
Howard Hotel

Howard Hotel

2.0 star property
Hudson
10.0 out of 10, Exceptional, (102)
"Lovely hotel in a very good location near to many shops and dining options. The room Was clean with comfortable beds. "
United States
Sandra
The price is Rp2.270.071
Rp2.565.181 total
includes taxes & fees
11 Dec - 12 Dec
Howard Hotel
Deluxe Room, 1 King Bed, Balcony | Premium bedding, pillow-top beds, minibar, in-room safe
Diamond Mills Resort

Diamond Mills Resort

3.5 star property
Saugerties
9.4 out of 10, Exceptional, (344)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is Rp4.083.931
Rp4.989.828 total
includes taxes & fees
4 Jan - 5 Jan 2026
Diamond Mills Resort
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 Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent
"I visited Berkshire area for Thanksgiving and stayed at the brand new Holiday Inn Express. It was fantastic! The hotel is beautiful and pet friendly but also in a great location. The staff were amazing and professional. Over all 10/10 stay. Will definitely stay there again "
Kristina 2-night trip
Posted 6 days ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"Everything was anazing. There were a couple touches needed to be finishished in our room though. But they just opened "
hans 1-night trip
Posted 9 days ago
Pocketbook Hotel and Bath

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