Hillsdale 4 Stars Hotels

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Check availability on Hillsdale 4 Star Hotels

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Hillsdale 4-star hotels

Hiking
The Wick, Hudson, A Tribute Portfolio Hotel

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, (546)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
The price is NT$6,616
NT$7,477 total
includes taxes & fees
Jan 4 - 2026/1/5
The Wick, Hudson, A Tribute Portfolio Hotel
Balcony
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (347)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NT$2,962
NT$3,308 total
includes taxes & fees
Dec 28 - Dec 29
The Central Downtown Inn & Suites
Front of property
it's a good thing

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (25)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
it's a good thing
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is NT$5,797
NT$6,799 total
includes taxes & fees
Dec 28 - Dec 29
Lakehouse Inn
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Front of property
Seven Hills Inn

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is NT$12,033
NT$14,557 total
includes taxes & fees
Jan 7 - 2026/1/8
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (143)
"Great charming place, friendly, helpful staff"
United States
David
The price is NT$9,081
NT$10,443 total
includes taxes & fees
Jan 4 - 2026/1/5
The White Hart
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
9 Academy

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
The price is NT$15,557
NT$17,890 total
includes taxes & fees
Jan 5 - 2026/1/6
9 Academy
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is NT$12,611
NT$14,086 total
includes taxes & fees
Jan 18 - 2026/1/19
33 Main
Exterior detail
Hampton Terrace Inn

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is NT$6,897
NT$7,704 total
includes taxes & fees
Jan 2 - 2026/1/3
Hampton Terrace Inn
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is NT$7,902
NT$9,268 total
includes taxes & fees
Jan 1 - 2026/1/2
The Inn at Stockbridge
Breakfast, lunch, dinner served; American cuisine
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 NT$9,610
NT$11,596 total
includes taxes & fees
Dec 28 - Dec 29
The Old Inn On The Green
Front of property - evening/night
Garden Gables Inn

Garden Gables Inn

Garden Gables Inn
4.0 star property
Lenox
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
United States
john
Garden Gables 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
Red and Green Norway Maple Trees and Wood Fence

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$3,308

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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