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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Hillsdale apartments

Private kitchen

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

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.4 out of 10, Exceptional, (3 reviews)
"Great location, great property, great host"
United States
Shelly B.
The price is CA $156
CA $229 total
includes taxes & fees
Sep 27 - Sep 28
Cozy 1-bedroom studio in serene Great Barrington with AC
Beach

2. 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 CA $304
CA $483 total
includes taxes & fees
Sep 14 - Sep 15
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Property grounds

3. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (59 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is CA $136
CA $183 total
includes taxes & fees
Sep 14 - Sep 15
All comforts of home
Pool

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 CA $276
CA $531 total
includes taxes & fees
Sep 15 - Sep 16
Hudson NY’S Country Serenity Guest Suite.
Living area

5. 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 CA $312
CA $443 total
includes taxes & fees
Sep 15 - Sep 16
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
Beach

6. Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (4 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 CA $153
CA $324 total
includes taxes & fees
Sep 14 - Sep 15
Berkshires Apartment at the Stephentown Hotel
Living area

7. 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 CA $201
CA $339 total
includes taxes & fees
Oct 7 - Oct 8
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Exterior detail

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

Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
Palenville
The price is CA $152
CA $377 total
includes taxes & fees
Sep 22 - Sep 23
Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
Beach

9. 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 CA $198
CA $389 total
includes taxes & fees
Sep 14 - Sep 15
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Property grounds

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 CA $305
CA $522 total
includes taxes & fees
Oct 8 - Oct 9
2 Bed Berkshire Getaway @ Stephentown Hotel
Property grounds

11. 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 CA $830
CA $1,418 total
includes taxes & fees
Sep 27 - Sep 28
Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit
Property grounds

12. 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 CA $831
CA $1,357 total
includes taxes & fees
Oct 4 - Oct 5
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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"All the staff I encountered were helpful and friendly. Room was modern and spacious. The free breakfast was very good. I loved the pool and the hot tub! I had an excellent 2-night stay!"
Victoria 2-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Hillsdale

Hillsdale Apartments information

Number of reviews
123
Accommodation
102 Apartments
Lowest Price
CA $183
Highest Price
CA $1,418

Frequently asked questions

What's it like to stay at an apartment in Hillsdale?
There are plenty of places to stay in Hillsdale with 58 hotels and other lodging accommodations. Though there aren't many apartments, we can help you find accommodations with similar amenities. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins.
How do you know if an apartment is a good option for you?
An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay in a quieter area.
What's a favorite apartment I should consider for a 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, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. All comforts of home: Located 13 mi/20.9 km away in Hudson. Amenities include private balconies. Access to a hot tub 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, private patios, and Smart TVs. Cozy 1-bedroom apartment in old farm house in historic South Lee: Located in South Lee, 14.3 mi/23 km from Hillsdale. Includes private patios. Access to onsite laundry facilities is available on site.
How many apartments are there in Hillsdale?
Expedia has 5 apartments to book in Hillsdale.
What can I expect from the weather in Hillsdale?
Though 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 temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches 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 save you time when you get to your destination. Fly into Hudson, NY (HCC-Columbia County), which is located 12.5 mi (20.1 km) from the city center. 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, consider renting a car to take in more sights.

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