Apartments in Hillsdale

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 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 AU$302
includes taxes & fees
16 Nov - 17 Nov
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 AU$314
includes taxes & fees
11 Nov - 12 Nov
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, (10 reviews)
"great location , berkshires are awesome . very clean , host is excellent ."
United States
bob i.
The price is AU$169
includes taxes & fees
22 Nov - 23 Nov
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, (7 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 AU$427
includes taxes & fees
11 Nov - 12 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, (65 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 AU$180
includes taxes & fees
23 Nov - 24 Nov
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
9.4 out of 10, Exceptional, (6 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is AU$516
includes taxes & fees
13 Nov - 14 Nov
Hudson NY’S Country Serenity Guest Suite.
A modern living room with a grey sofa, a bed with grey bedding, and a wooden wall with a mounted TV.

7. 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 AU$306
includes taxes & fees
15 Nov - 16 Nov
Berkshires Apartment at the Stephentown Hotel
A wooden cabinet with multiple drawers, a tray with decorative items, and a variety of glassware and bottles.

8. Sky view retreat, a serene hillside hideaway

Sky view retreat, a serene hillside hideaway
Hudson
The price is AU$533
includes taxes & fees
23 Nov - 24 Nov
Sky view retreat, a serene hillside hideaway
A teal door with a glass panel, a doormat with a geometric design, and a mailbox on the wall.

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

Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
Palenville
The price is AU$338
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
A gazebo and picnic tables by a lake with a clear view of the water and a bridge in the distance.

10. The Hideaway a large studio that sleeps 4 with a fireplace and tub shower

The Hideaway a large studio that sleeps 4 with a fireplace and tub shower
Catskill
9.8 out of 10, Exceptional, (8 reviews)
"Very nice place, convenient to walking to town. Would stay again if we get the chance."
United States
Gray T.
The price is AU$501
includes taxes & fees
9 Dec - 10 Dec
The Hideaway a large studio that sleeps 4 with a fireplace and tub shower
A lakeside beach with people swimming and sunbathing, a boat, and beach chairs.

11. Bridge Street Oasis

Bridge Street Oasis
Catskill
9.4 out of 10, Exceptional, (3 reviews)
"Bridge Street Oasis was an excellent stay!! Clean, comfortable, easy to find. Welcoming and we would definitely stay again!! Super place. "
United States
John S.
The price is AU$544
includes taxes & fees
9 Dec - 10 Dec
Bridge Street Oasis
A modern kitchen with a dining area, built-in shelves, and a large window.

12. 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 AU$432
includes taxes & fees
24 Nov - 25 Nov
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
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, (7 reviews)
"Beautiful property with great amenities! Wphld definitely stay there again!"
United States
Andrew L.
The price is AU$1,553
includes taxes & fees
15 Nov - 16 Nov
Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit
A bedroom with a large bed, a nightstand, an air conditioning unit, and a view through the window.

14. 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 AU$345
includes taxes & fees
15 Nov - 16 Nov
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.

15. Esopus Creekfront Getaway - Hot Tub • Sauna • Fire Pit • Creek Views

Esopus Creekfront Getaway - 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 AU$1,429
includes taxes & fees
15 Nov - 16 Nov
Esopus Creekfront Getaway - 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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Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

See all hotels in Hillsdale
A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top reviews in Hillsdale

A modern kitchen with a built-in oven, microwave, and stainless steel range hood.
Howard Hotel

Howard Hotel

Howard Hotel
Hudson

10/10 Excellent

Excellent property in a great location. Staff were very responsive and helpful. One tip, is that if you are arriving before checkin, speak to staff before your arrival and they will help you sort out somewhere to leave your bags.
Australia
Tom
Reviewed September 22, 2026
Howard Hotel

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.