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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Hillsdale apartments

Desk, iron/ironing board, WiFi, bed sheets

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 €168
includes taxes & fees
30 Aug - 31 Aug
The Brooks Motel: Exceptional Suite
Desk, iron/ironing board, WiFi, bed sheets

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 €177
includes taxes & fees
27 Aug - 28 Aug
The Brooks Motel: Exceptional Suite
Coffee/tea maker, fridge, microwave, oven

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 €145
includes taxes & fees
23 Sept - 24 Sept
Cozy 1-bedroom studio in serene Great Barrington with AC
Property grounds

4. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (56 reviews)
"👍"
United States
Mike
The price is €117
includes taxes & fees
27 Aug - 28 Aug
All comforts of home
Pool

5. 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 €332
includes taxes & fees
23 Sept - 24 Sept
Hudson NY’S Country Serenity Guest Suite.
Beach nearby, sun-loungers, beach towels

6. 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 €306
includes taxes & fees
13 Sept - 14 Sept
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Exterior detail

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 €238
includes taxes & fees
7 Sept - 8 Sept
Charming 1-bedroom apartment in peaceful Palenville with WiFi, AC
Property grounds

8. 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 €861
includes taxes & fees
31 Aug - 1 Sept
Summer on the Creek- Hot Tub • Sauna • Fire Pit • Creek Views
Beach

9. 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 €704
includes taxes & fees
3 Sept - 4 Sept
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
Property grounds

10. 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 €929
includes taxes & fees
23 Sept - 24 Sept
Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit
Interior

11. 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 €279
includes taxes & fees
15 Sept - 16 Sept
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

The Yankee Inn

The Yankee Inn

8/10 Good
"Almost two hotels in one. Several structures. One nicely updated, all check-ins, breakfast. Our stay was in an older building… while it was clean there was a musty smell. The room was very dated and the ac was loud… Time to upgrade that building."
Barb 1-night trip
Posted 3 hours ago
The Yankee Inn

Find out more about Hillsdale

Hillsdale Apartments information

Number of reviews
98
Accommodation
104 Apartments
Lowest Price
€117
Highest Price
€929

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 58 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: 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, a patio and a Smart TV . 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, a balcony and a Smart TV are included . Access to on-site 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 a balcony . Access to 1 hot tub 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.