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

Hillsdale 4 Stars Hotels

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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, (573 reviews)
The price is NT$7,426
NT$8,391 total
includes taxes & fees
Jul 26 - Jul 27
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 NT$3,369
NT$3,763 total
includes taxes & fees
Jul 26 - Jul 27
The Central Downtown Inn & Suites
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 NT$12,024
NT$14,103 total
includes taxes & fees
Jul 27 - Jul 28
The Inn at Stockbridge
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 warmth of the owners!"
United States
Evangelia
The price is NT$5,802
NT$6,564 total
includes taxes & fees
Aug 4 - Aug 5
it's a good thing
John Harney Suite | Minibar, desk, iron/ironing board, WiFi (free)

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 NT$11,123
NT$12,791 total
includes taxes & fees
Aug 16 - Aug 17
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 NT$10,696
NT$12,939 total
includes taxes & fees
Aug 19 - Aug 20
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

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 NT$19,235
NT$22,120 total
includes taxes & fees
Aug 19 - Aug 20
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
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 NT$10,690
NT$12,900 total
includes taxes & fees
Jul 28 - Jul 29
The Old Inn On The Green
Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, WiFi (free), individually decorated

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 NT$24,259
NT$27,098 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
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 NT$14,235
NT$15,901 total
includes taxes & fees
Aug 19 - Aug 20
Devonfield Inn B&B
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 NT$10,023
NT$11,196 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

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Hillsdale?
To lock in a 4-star hotel in Hillsdale that fits your budget, use Expedia's search and sort filters. Take a look at the availability during your vacation dates and use our pricing filter to set your maximum rate. You can also list your results by the most affordable escape first.

  • Search for the lowest price from NT$3,763

What's the difference between 5-star and 4-star hotels in Hillsdale?
Offering a welcoming guest experience and upmarket surroundings, 4-star hotels are a fantastic option for your Hillsdale escape. These kinds of stays generally come with lots of handy amenities that make it simple to unpack and recharge — think complimentary bathrobes, pools and restaurants. Or live in the lap of luxury at a 5-star hotel designed to pamper with high-end perks and amenities. Round-the-clock concierge service, premium toiletries and world-class dining are typically featured at these deluxe retreats.
Does Hillsdale have any 4-star all-inclusive resorts?
Finding vacation bliss in Hillsdale is as simple as typing in your travel details and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your meals, room, entertainment and activities, or choose a standard 4-star resort in or around this leading destination.

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