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

4 Stars Hotels in Hillsdale, New York from CA $155

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Check availability on Hillsdale 4 Star Hotels

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Hillsdale 4-star hotels

An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.

1. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
4.5 star property
Hudson
8.6 out of 10, Excellent, (103 reviews)
"Staff were great."
United States
Judith and Robert
The price is CA $296
CA $399 total
includes taxes & fees
Dec 1 - Dec 2
Pocketbook Hotel and Bath
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (434 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is CA $139
CA $155 total
includes taxes & fees
Nov 18 - Nov 19
The Central Downtown Inn & Suites
A modern reception area with a wooden reception desk, large windows, and a view of the cityscape.

3. The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (597 reviews)
"Very spacious and comfortable room with great bedding. One of the elevators was out of service and the staff went beyond to help us get our luggage to our room. Great staff and town to walk."
United States
Yolanda
The price is CA $299
CA $338 total
includes taxes & fees
Nov 15 - Nov 16
The Wick, Hudson, A Tribute Portfolio Hotel
A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

4. The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (156 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is CA $418
CA $481 total
includes taxes & fees
Dec 6 - Dec 7
The White Hart
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.

5. Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

6. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is CA $517
CA $578 total
includes taxes & fees
Nov 18 - Nov 19
Devonfield Inn B&B
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

7. Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (45 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is CA $322
CA $360 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Terrace Inn
A two-story house with a brick entrance and a white facade.

8. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is CA $540
CA $653 total
includes taxes & fees
Nov 26 - Nov 27
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A dining area with round tables set for two, a fireplace, and a mural on the wall.

9. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is CA $406
CA $491 total
includes taxes & fees
Nov 17 - Nov 18
The Old Inn On The Green
A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.

10. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (77 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
33 Main
A wooden deck with wicker furniture and a view of a lake.

11. Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 reviews)
"Staff wonderful, homemade breakfasts, outstanding experience!"
United States
Kathleen
Lakehouse Inn
Front of property

12. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (109 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is CA $343
CA $402 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Stockbridge
A modern kitchen with a dining area, a large window, and a view of the garden.

13. 9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (15 reviews)
"Incredible space. I plan on staying again anytime I’m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities."
United States
Kyle
The price is CA $791
CA $909 total
includes taxes & fees
Dec 8 - Dec 9
9 Academy
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Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

See all hotels in Hillsdale
A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top Hillsdale Hotel Reviews

Find out more about Hillsdale

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Hillsdale are calling your name. Known for providing first-rate service in amazing locations, each of the Hillsdale 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Hillsdale. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Hillsdale, New York, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Hillsdale hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Hillsdale?
With Expedia's filter tool, locking in a great deal on a 4-star hotel in Hillsdale just got easier. Start by keying in your chosen travel dates and length of your break. Then list the results by price and pick a property that best fits your budget and style.

  • Search for the lowest price from CA $155

What's the difference between 5-star and 4-star hotels in Hillsdale?
Offering an inviting guest experience and upmarket surroundings, 4-star hotels are a great option for your Hillsdale vacation. These types of stays generally come with lots of handy amenities that make it simple to unpack and recharge — think pillowtop mattresses, gyms and restaurants. Or enjoy even more lavishness at a 5-star hotel designed to spoil you with high-end perks and amenities. Round-the-clock concierge service, premium toiletries and gourmet dining are typically included at these deluxe retreats.
Does Hillsdale have any 4-star all-inclusive resorts?
Finding your dream hotel in Hillsdale is as easy as typing in your travel details and selecting our "All inclusive" filter. Stay and play where just about everything is already taken care of like your accommodations, meals, activities and entertainment, or choose a standard 4-star resort in or around this leading destination.

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