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

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (545)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
The price is NT$6,551
NT$7,402 total
includes taxes & fees
Dec 28 - Dec 29
The Wick, Hudson, A Tribute Portfolio Hotel
Microwave, oven, stovetop, dishwasher
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, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NT$2,786
NT$3,112 total
includes taxes & fees
Dec 15 - Dec 16
The Central Downtown Inn & Suites
Terrace/patio
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$5,806
NT$6,809 total
includes taxes & fees
Dec 19 - Dec 20
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
Business center
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$11,914
NT$14,412 total
includes taxes & fees
Jan 5 - 2026/1/6
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$8,811
NT$10,132 total
includes taxes & fees
Dec 14 - Dec 15
The White Hart
The Parlor 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$15,402
NT$17,712 total
includes taxes & fees
Dec 16 - Dec 17
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$13,070
NT$14,599 total
includes taxes & fees
Jan 11 - 2026/1/12
33 Main
Exterior
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$8,201
NT$9,160 total
includes taxes & fees
Jan 6 - 2026/1/7
Hampton Terrace Inn
Exterior
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$7,823
NT$9,176 total
includes taxes & fees
Jan 1 - 2026/1/2
The Inn at Stockbridge
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
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$9,514
NT$11,481 total
includes taxes & fees
Dec 14 - Dec 15
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$3,112

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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