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 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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 CA $207
CA $262 total
includes taxes & fees
Aug 23 - Aug 24
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
8.6 out of 10, Excellent, (7 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 CA $217
CA $274 total
includes taxes & fees
Aug 24 - Aug 25
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
9.0 out of 10, Wonderful, (2 reviews)
"great location , berkshires are awesome . very clean , host is excellent ."
United States
bob i.
The price is CA $142
CA $213 total
includes taxes & fees
Aug 31 - Sep 1
Cozy 1-bedroom studio in serene Great Barrington with AC
A wooden deck with a staircase leading to a covered porch area.

4. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (56 reviews)
"👍"
United States
Mike
The price is CA $135
CA $182 total
includes taxes & fees
Aug 31 - Sep 1
All comforts of home
A sandy beach with a lake and forest in the background.

5. 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, (3 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 $296
CA $457 total
includes taxes & fees
Sep 20 - Sep 21
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.

6. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.0 out of 10, Wonderful, (4 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is CA $274
CA $521 total
includes taxes & fees
Sep 2 - Sep 3
Hudson NY’S Country Serenity Guest Suite.
Cherry Plain State Park with a sandy beach, people relaxing, and a lake.

7. 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 $192
CA $374 total
includes taxes & fees
Aug 24 - Aug 25
Berkshires Apartment at the Stephentown Hotel
A teal door with a glass panel, a doormat with a geometric design, and a mailbox on the wall.

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 $167
CA $400 total
includes taxes & fees
Sep 7 - Sep 8
Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
Cherry Plain State Park with a sandy beach, people relaxing, and a lake.

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 $212
CA $406 total
includes taxes & fees
Aug 23 - Aug 24
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
A balcony with wicker chairs, a round table, and a view of a river and greenery.

10. 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 $743
CA $1,260 total
includes taxes & fees
Aug 23 - Aug 24
Summer on the Creek- Hot Tub • Sauna • Fire Pit • Creek Views
Cherry Plain State Park with a sandy beach, people relaxing, and a lake.

11. 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)
"We stayed here because we had Tanglewood tickets which turned out to be a great stay… It was a beautiful drive getting there and close enough to Tanglewood. Our host gave wonderful advice on where to eat and places to go. Thanks so much for sharing your place with us. Would absolutely consider going back "
United States
Maureen O.
The price is CA $681
CA $1,140 total
includes taxes & fees
Sep 4 - Sep 5
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.

12. 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 $790
CA $1,364 total
includes taxes & fees
Aug 23 - Aug 24
Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit

13. 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 $339
CA $472 total
includes taxes & fees
Sep 14 - Sep 15
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
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

FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"It was very nice and everyone was extremely helpful"
ERICIA 1-night trip
Posted 7 hours ago
FairBridge Inn Express

Find out more about Hillsdale

Hillsdale Apartments information

Number of reviews
106
Accommodation
102 Apartments
Lowest Price
CA $182
Highest Price
CA $1,364

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: Lighthouse Walk - Full Floor Suite in the heart of Downtown: Situated in Saugerties, 23 mi/37 km from the heart of Hillsdale. Includes free WiFi, private patios, and Smart TVs. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake: Located 8.7 mi/14 km away in Great Barrington. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site. Apartment In Historic 1785 Thomas Jenkins House: It's located in Hudson, 14.6 mi/23.5 km away. 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.
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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