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

4 Stars Hotels in Hillsdale, New York from CA $164

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Our top choices for Hillsdale 4-star hotels

Hiking

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, (572 reviews)
"Friendly and helpful staff. Great location for those traveling by train. A pool would elevate the experience :)"
United States
Claudette
The price is CA $303
CA $342 total
includes taxes & fees
Aug 3 - Aug 4
The Wick, Hudson, A Tribute Portfolio Hotel
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (379 reviews)
"Central location!"
United States
Brenda
The price is CA $146
CA $164 total
includes taxes & fees
Jul 22 - Jul 23
The Central Downtown Inn & Suites
Front of property

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.6 out of 10, Good, (32 reviews)
The price is CA $251
CA $284 total
includes taxes & fees
Jul 24 - Jul 25
it's a good thing
John Harney Suite

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (151 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is CA $481
CA $554 total
includes taxes & fees
Jul 22 - Jul 23
The White Hart
Suite, Private Bathroom (RedBird Suite) | View from room

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
9.2 out of 10, Wonderful, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is CA $463
CA $560 total
includes taxes & fees
Aug 10 - Aug 11
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is CA $522
CA $612 total
includes taxes & fees
Jul 28 - Jul 29
The Inn at Stockbridge
The Garden Suite

9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (13 reviews)
"Extremely clean and the rooms are beautifully decorated with warm minimal decor. We will definitely be back!"
United States
Gina
The price is CA $708
CA $814 total
includes taxes & fees
Aug 10 - Aug 11
9 Academy
Front of property

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
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is CA $618
CA $690 total
includes taxes & fees
Jul 22 - Jul 23
Devonfield Inn B&B
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is CA $449
CA $542 total
includes taxes & fees
Jul 22 - Jul 23
The Old Inn On The Green
Luxury Room, 1 King Bed, Bathtub

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is CA $958
CA $1,071 total
includes taxes & fees
Aug 16 - Aug 17
33 Main
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 reviews)
"Clean rooms and staff were very knowledgeable about the area. Breakfast was very good. Beautiful room and view on second floor. Would recommend as a place to get away from it all!!"
United States
Angela
Lakehouse Inn
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is CA $437
CA $488 total
includes taxes & fees
Jul 29 - Jul 30
Hampton Terrace Inn
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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 $164

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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