4 Stars Hotels in Hillsdale, New York from CA $448

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Hillsdale 4 Star Hotels

The Wick, Hudson, A Tribute Portfolio Hotel
Hiking

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
8.6 out of 10, Excellent, (510)
"As always, the staff was helpful and attentive. Having a bar in a cozy, warm environment for a nightcap was wonderful. "
The price is CA $279
CA $313 total
includes taxes & fees
Jan 20 - Jan 21
The Wick, Hudson, A Tribute Portfolio Hotel
Lakehouse Inn
Aerial view

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (238)
"What I liked about the Lakehouse Inn was its staff, who were friendly, professional, and very accommodating to my special needs. Our room was facing the lake which gave a beautiful view. Their windows were exceptional in keeping the room quiet. We had a wonderful time."
The price is CA $201
CA $235 total
includes taxes & fees
Jan 10 - Jan 11
Lakehouse Inn
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (270)
"This was a perfect no fuss property in the denser business area of Pittsfield. I suggest this area over the residential areas. Room was really great. There is a separate bedroom with it's own tv. The furniture and bed are not the newest or most luxurious, but they are comfortable. Stayed comfortably for 3 nights to attend Tanglewood shows. Self-check in was easy and great for people who are coming in after doing a lot of things on the trip in. Would definitely stay again."
The Central Downtown Inn & Suites
The White Hart
John Harney Suite

The White Hart

4.0 star property
9.6 out of 10, Exceptional, (135)
"Wonderful and quaint "
The price is CA $427
CA $492 total
includes taxes & fees
Jan 8 - Jan 9
The White Hart
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
9.8 out of 10, Exceptional, (120)
"Great location "
The price is CA $374
CA $418 total
includes taxes & fees
Jan 8 - Jan 9
Devonfield Inn B&B
33 Main
Luxury Room, 1 King Bed, Bathtub

33 Main

4.0 star property
10.0 out of 10, Exceptional, (69)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is CA $511
CA $571 total
includes taxes & fees
Jan 9 - Jan 10
33 Main
it's a good thing
Terrace/patio

it's a good thing

4.5 star property
9.6 out of 10, Exceptional, (8)
"There is a tiny little wooden bridge at the entrance of the driveway and the mailbox is on the opposite side of the road from the house. A doe was keeping watch on the mailbox when we arrived after dark. And check out the night sky!"
The price is CA $182
CA $204 total
includes taxes & fees
Feb 7 - Feb 8
it's a good thing
Seven Hills Inn
Terrace/patio

Seven Hills Inn

4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
The Old Inn On The Green
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (81)
"2nd stay here, even nicer than the first (and the first was amazing!). Can’t wait to return to this enchanting inn! "
The price is CA $380
CA $459 total
includes taxes & fees
Jan 12 - Jan 13
The Old Inn On The Green
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (97)
"Very enjoyable stat."
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is CA $609
CA $736 total
includes taxes & fees
Jan 20 - Jan 21
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
9 Academy
The Parlor Suite

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is CA $672
CA $773 total
includes taxes & fees
Jan 12 - Jan 13
9 Academy
Hampton Terrace Inn
Seasonal outdoor pool

Hampton Terrace Inn

4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
Hampton Terrace Inn
Modern Lakehouse Retreat by CozySuites
House (3 Bedrooms) | Living area

Modern Lakehouse Retreat by CozySuites

4.0 star property
Modern Lakehouse Retreat by CozySuites
Garden Gables Inn
Front of property - evening/night

Garden Gables Inn

4.0 star property
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. "
Garden Gables Inn
Charming 3 bedroom, 2 bathroom Catskills cottage
Fridge, microwave, oven, stovetop

Charming 3 bedroom, 2 bathroom Catskills cottage

4.0 star property
Charming 3 bedroom, 2 bathroom Catskills cottage
Catskills Estate with OUTDOOR SHOWER, HOT TUB, SAUNA, BAR, GYM, DOG RUN & EV HUB
Property grounds

Catskills Estate with OUTDOOR SHOWER, HOT TUB, SAUNA, BAR, GYM, DOG RUN & EV HUB

4.0 star property
10.0 out of 10, Exceptional, (3)
"My friends and I had a great time staying here. The check-in was very easy and the place was lovely."
Catskills Estate with OUTDOOR SHOWER, HOT TUB, SAUNA, BAR, GYM, DOG RUN & EV HUB
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Hillsdale.
Hudson River Way by Woodstock Way Hotel

Hudson River Way by Woodstock Way Hotel

51 River Rd, Malden, NY
The price is CA $448 per night from Jan. 21 to Jan. 22
CA $448
CA $521 total
includes taxes & fees
Jan 21 - Jan 22
Still don't see what you're looking for?
See all properties in Hillsdale.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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 CA $448

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.
Are there any 4-star casino hotels in Hillsdale?
Use our filters to refine your Hillsdale search by star rating, amenities and much more. Whether you’re seeking the full casino resort experience or just want to test out your luck while kicking back in 4-star style, you’re sure to find something that strikes the ideal balance between entertainment and relaxation.