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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Hillsdale apartments

A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

1. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is €175
includes taxes & fees
11 Oct - 12 Oct
The Brooks Motel: Exceptional Suite
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

2. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (8 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is €184
includes taxes & fees
11 Oct - 12 Oct
The Brooks Motel: Exceptional Suite
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

3. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
8.8 out of 10, Excellent, (8 reviews)
"Though small, the apartment was efficient, clean, and well stocked in paper type supplies. The kitchen was also efficient though lacking in some basic utensils. They say location, location, location. And, yes, the location is excellent. An easy, short, and nice walk into town . 8"
United States
Deborah S.
The price is €129
includes taxes & fees
18 Oct - 19 Oct
Cozy 1-bedroom studio in serene Great Barrington with AC
A sandy beach with a lake and forest in the background.

4. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (6 reviews)
"Amazing apartment! Clean, large, close walk to downtown Great Barrington. Joseph was an incredible host - accurate description, great communication. Will definitely be back!"
United States
Marc R.
The price is €298
includes taxes & fees
9 Nov - 10 Nov
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A wooden deck with a staircase leading to a covered porch area.

5. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (63 reviews)
"The room was sufficient to our needs. Didn’t realize it was a multi-unit property or that it was on the second floor."
United States
Douglas
The price is €122
includes taxes & fees
13 Oct - 14 Oct
All comforts of home
A poolside dining area with a table set for a meal, surrounded by a pool and greenery.

6. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.2 out of 10, Wonderful, (5 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is €348
includes taxes & fees
12 Oct - 13 Oct
Hudson NY’S Country Serenity Guest Suite.
A closet with a red bag hanging on the left and several black hangers on a rod.

7. Sky view retreat, a serene hillside hideaway

Sky view retreat, a serene hillside hideaway
Hudson
The price is €299
includes taxes & fees
31 Oct - 1 Nov
Sky view retreat, a serene hillside hideaway
A modern living room with a grey sofa, a bed with grey bedding, and a wooden wall with a mounted TV.

8. Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (5 reviews)
"A beautiful property with a very communicative host. Check in was easy, and we enjoyed our stay. Would definitely recommend this property and host!"
United States
Nicole O.
The price is €228
includes taxes & fees
9 Nov - 10 Nov
Berkshires Apartment at the Stephentown Hotel
A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

9. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Red Hook
9.2 out of 10, Wonderful, (15 reviews)
"Very sweet little spot that took care of all our needs. Very grateful to have found it and enjoyed our stay."
United States
Jason D.
The price is €224
includes taxes & fees
31 Oct - 1 Nov
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A covered outdoor seating area with two chairs and a view of a grassy landscape.

10. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
Lenox
The price is €275
includes taxes & fees
11 Oct - 12 Oct
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
A modern kitchen with a central island, stainless steel appliances, and a ceiling fan.

11. Urban Peak Escape, Lenox, MA

Urban Peak Escape, Lenox, MA
Lenox
8.0 out of 10, Very good, (1 review)
"Very nice. A few suggestions:- A higher end coffee maker would go a long way, or a latte machine. - Needs a toaster- Instructions on how to work the shower. We could only get the primary shower to work- A table and chairs (for eating a meal) would be good. Otherwise very comfortable and clean, and great location! "
United States
Nancy H.
Urban Peak Escape, Lenox, MA
A teal door with a glass panel, a doormat with a geometric design, and a mailbox on the wall.

12. Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC

Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
Palenville
The price is €279
includes taxes & fees
20 Oct - 21 Oct
Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
A bedroom with a large bed, a nightstand, an air conditioning unit, and a view through the window.

13. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
8.4 out of 10, Very good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is €247
includes taxes & fees
12 Oct - 13 Oct
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
A sign for The Stephentown Hotel with a depiction of a red building and mountains.

14. 2 Bed Berkshire Getaway @ Stephentown Hotel

2 Bed Berkshire Getaway @ Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (7 reviews)
"This place is amazing! It is so clean and updated with lots of amenities! Lots of arcade games in the apartment thatthe whole family enjoyed! It's a quick trip to jimney peak to ski it's just down the road. Great restaurants nearby. Definitely recommend this place."
United States
elizabeth r.
2 Bed Berkshire Getaway @ Stephentown Hotel
A balcony with wicker furniture, a view of a lake, and a grassy area with outdoor seating.

15. Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit

Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit
Saugerties
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property with great amenities! Wphld definitely stay there again!"
United States
Andrew L.
The price is €958
includes taxes & fees
13 Oct - 14 Oct
Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit
A balcony with wicker chairs, a round table, and a view of a river and greenery.

16. Summer on the Creek- Hot Tub • Sauna • Fire Pit • Creek Views

Summer on the Creek- Hot Tub • Sauna • Fire Pit • Creek Views
Saugerties
10.0 out of 10, Exceptional, (8 reviews)
"Property was clean, plenty of roo..for my family of sex, plenty of linens and close to the little village. "
United States
Kimberly
Summer on the Creek- Hot Tub • Sauna • Fire Pit • Creek Views
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.
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Top Hillsdale Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Everything was perfect. We would definitely book again!! We wanted to stay two nights but the weekend dates seem to be pricey. Will keep an eye out for another opportunity to stay!! 10/10!"
Brandon 1-night trip
Posted 1 hour ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Hillsdale

Hillsdale Apartments information

Number of reviews
149
Accommodation
107 Apartments
Lowest Price
€122
Highest Price
€958

Frequently asked questions

What's it like to stay at an apartment in Hillsdale?
You'll find plenty of places to stay in Hillsdale with 59 hotels and other lodging options. Though there aren't many apartments, we can help you search for similar accommodation. When you search on Expedia, you can filter by amenities such as a kitchen— just one of the conveniences you might find in an apartment. Even filter by similar properties such as holiday homes, condos or cabins.
How do you know if an apartment is a good option for you?
Often more spacious than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for solo travellers who want to stay in a quieter area.
What's a favourite apartment for my stay in Hillsdale?
Below are some of the top apartments in the area: Cozy 1-bedroom studio in serene Great Barrington with AC: Located in Great Barrington , 8.2 mi/13.2 km from the heart of Hillsdale. Includes free WiFi, a balcony and a Smart TV . Access to on-site laundry facilities is available on site . Cozy 1-bedroom apartment in old farm house in historic South Lee: Located 14.3 mi/23 km away in South Lee . Amenities include a patio . Access to on-site laundry facilities is available on site . Lighthouse Walk - Full Floor Suite in the heart of Downtown: It's situated in Saugerties , 23 mi/37 km away. Includes free WiFi, a patio and a Smart TV . Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located 8.6 mi/13.8 km away in Great Barrington . Free WiFi, a dining area and a Smart TV are included . Access to on-site laundry facilities is available on site .
How many apartments will I find in Hillsdale?
Expedia has 5 apartments to book in Hillsdale.
What can I expect from the weather during my trip to Hillsdale?
Although weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Hillsdale. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What are the must-see places to visit in Hillsdale?
Copake Lake and Mosquito Island are a couple of lovely local spots to get outside and enjoy nature. Catamount Aerial Adventure Park and Catamount Ski Area are other places to visit while you're in town.
What's the best way to get to and around Hillsdale?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Hudson, NY (HCC-Columbia County), which is located 12.5 mi (20.1 km) from the heart of the city. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 20.8 mi (33.4 km) away. If you'd like to explore around the area, you may want a rental car for your journey.