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

Apartments in Hillsdale

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Hillsdale apartments

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

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

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.6 out of 10, Exceptional, (5 reviews)
The price is NZ$288
includes taxes & fees
1 Oct - 2 Oct
Cozy 1-bedroom studio in serene Great Barrington with AC
A wooden deck with a staircase leading to a covered porch area.

2. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (60 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is NZ$231
includes taxes & fees
27 Sept - 28 Sept
All comforts of home
A sandy beach with a lake and forest in the background.

3. 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, (4 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
The price is NZ$564
includes taxes & fees
28 Sept - 29 Sept
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A poolside dining area with a table set for a meal, surrounded by a pool and greenery.

4. 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 NZ$647
includes taxes & fees
27 Sept - 28 Sept
Hudson NY’S Country Serenity Guest Suite.
A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

5. 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 NZ$424
includes taxes & fees
7 Oct - 8 Oct
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A spacious living area with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

6. 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 NZ$540
includes taxes & fees
27 Sept - 28 Sept
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
A teal door with a glass panel, a doormat with a geometric design, and a mailbox on the wall.

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

Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
Palenville
The price is NZ$593
includes taxes & fees
8 Oct - 9 Oct
Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
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)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is NZ$462
includes taxes & fees
18 Oct - 19 Oct
Berkshires Apartment at the Stephentown Hotel
A balcony with wicker chairs, a round table, and a view of a river and greenery.

9. 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
The price is NZ$1,672
includes taxes & fees
4 Oct - 5 Oct
Summer on the Creek- Hot Tub • Sauna • Fire Pit • Creek Views
A sign for The Stephentown Hotel with a depiction of a red building and mountains.

10. 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.
The price is NZ$525
includes taxes & fees
18 Oct - 19 Oct
2 Bed Berkshire Getaway @ Stephentown Hotel
A modern kitchen with stainless steel appliances, a wooden dining table, and light-colored cabinetry.

11. 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 NZ$498
includes taxes & fees
18 Oct - 19 Oct
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
A wooden house with a porch, white door, and windows.

12. 5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
Stephentown
9.4 out of 10, Exceptional, (6 reviews)
"Great Place, Dillon was a excellent host and was very responsive for all our questions"
United States
Sai Chakravarthy M.
The price is NZ$1,107
includes taxes & fees
18 Oct - 19 Oct
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
A balcony with wicker furniture, a view of a lake, and a grassy area with outdoor seating.

13. 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 NZ$1,869
includes taxes & fees
6 Oct - 7 Oct
Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit
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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Everything, delicious free breakfast, hot showers, plenty of room, outdoor patio w Adirondack chairs, pleasant staff, very clean place. Fabulous price! I would not hesitate to return to this place."
Joyce 2-night trip
Posted 12 hours ago
The Yankee Inn

Find out more about Hillsdale

Hillsdale Apartments information

Number of reviews
73
Accommodation
102 Apartments
Lowest Price
NZ$231
Highest Price
NZ$1,869

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 56 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 .
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.