Hillsdale Apartments | Book your Apartment in Hillsdale

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

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In two weeks

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Our top choices for Hillsdale apartments

Desk, iron/ironing board, WiFi, bed sheets

1. The Brooks Motel: Exceptional Suite

Hillsdale

Deidre H.

includes taxes & fees

11 Aug - 12 Aug

2. The Brooks Motel: Exceptional Suite

Hillsdale

Joan

includes taxes & fees

11 Aug - 12 Aug

3. All comforts of home

Hudson

Mike

includes taxes & fees

12 Aug - 13 Aug

Beach nearby, sun-loungers, beach towels

4. Hotel-like Balcony Suite—View—Private Wing&Entry—Ensuite Bath—Walk to Town, Lake

Great Barrington

Kristin O.

includes taxes & fees

8 Sept - 9 Sept

5. Hudson NY’S Country Serenity Guest Suite.

Hudson

David P.

includes taxes & fees

9 Sept - 10 Sept

6. Berkshires Apartment at the Stephentown Hotel

Stephentown

includes taxes & fees

11 Aug - 12 Aug

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

Palenville

includes taxes & fees

18 Aug - 19 Aug

8. Summer on the Creek- Hot Tub • Sauna • Fire Pit • Creek Views

Saugerties

Kimberly

includes taxes & fees

12 Aug - 13 Aug

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Top Hillsdale Hotel Reviews

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

10/10 Excellent

"Just there one night, everyone on the property was very friendly and helpful. The room was very clean and beds were comfortable. Breakfast was as expected for this type of stay. Would definitely come again."

The Yankee Inn

10/10 Excellent

"Room was clean. Staff friendly and helpful. Breakfast was adequate, nothing fancy, but serviceable with bagels, yogurts, "eggs". The breakfast staff was very attentive though. Outside pool was very nice. Could have used some more poolside umbrellas for the sun. Indoor pool was like a sauna due to "green room" effect so never used it. Overall, very good experience."

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"We had the most beautiful amazing stay! It was a bit hard to find our cabin when we got there because there was no maps or anything that we could access while driving with no reception in the area, but we eventually found it. Our air-conditioning didn’t work well in the unit and it was quite hot but other than that it was perfect and we will absolutely stay again, hopefully in the fall!"

St. Charles Hotel

8/10 Good

"It’s basic, it’s simple, it gets the job done. I didn’t use the shower, but the sink water pressure was a little lower than preferred. It’s in a fantastic location at a great price for what you need. Clean rooms. Didn’t think it would be clean when I walked in, but it totally was. 2 small kids wanted to watch TV, and the WiFi wasn’t strong enough, that was the main issue for my stay. It did however work for iPads. What I will commend was that the owner (presumably) picked up the phone right away and sent the manager to help. It didn’t for the TV, but at least the iPads worked. A few WiFi extenders is likely all that’s needed. I’d definitely stay again. Thanks again St, Charles! And owner and manager."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The resort is fabulous, has everything a person could want, from swimming pools, workout areas, sauna, hot tub, shuffleboard, volleyball, miniature golf, etc., etc., laundry facilities. THe staff is very nice, efficient, and helpful. The units are a little old and we have had some difficulty with our washing machine. The biggest issue, actually, has been connectivity. We have had a great deal of trouble trying to make phone calls. Have been here four times and plan to return again."

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"Excellent experience! Such a beautiful location. Room was absolutely perfect and staff was so helpful and accommodating. Breakfast was so good!! Such a perfect setting. I had to work a little in the morning and the lobby area was so perfect. Will be back, this time for fun not work!"

Find out more about Hillsdale

Hillsdale Apartments information

Number of reviews	103
Accommodation	104 Apartments
Lowest Price	AU$190
Highest Price	AU$1,364

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 61 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 . Cozy 1-bedroom studio in serene Great Barrington with AC: Located 8.2 mi/13.2 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 . Hotel-like Balcony Suite—View—Private Wing&Entry—Ensuite Bath—Walk to Town, Lake: It's situated in Great Barrington , 8.7 mi/14 km away. Includes free WiFi, a balcony and a Smart TV . Apartment In Historic 1785 Thomas Jenkins House: 14.6 mi/23.5 km away in Hudson .

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.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hillsdale apartments

1. The Brooks Motel: Exceptional Suite

2. The Brooks Motel: Exceptional Suite

3. All comforts of home

4. Hotel-like Balcony Suite—View—Private Wing&Entry—Ensuite Bath—Walk to Town, Lake

5. Hudson NY’S Country Serenity Guest Suite.

6. Berkshires Apartment at the Stephentown Hotel

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

8. Summer on the Creek- Hot Tub • Sauna • Fire Pit • Creek Views

9. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

10. Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit

11. 5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

12. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Find holiday rentals that suit your style

Top Hillsdale Hotel Reviews

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

Pocketbook Hotel and Bath

The Cornell Inn, Lenox & The Berkshires

The Yankee Inn

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

St. Charles Hotel

Holiday Inn Club Vacations Oak 'n Spruce Resort

voco James Newbury Hudson Valley by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Hillsdale

Hillsdale Apartments information

Frequently asked questions

Explore a world of travel with Expedia

Apartments in Hillsdale

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hillsdale apartments

1. The Brooks Motel: Exceptional Suite

2. The Brooks Motel: Exceptional Suite

3. All comforts of home

4. Hotel-like Balcony Suite—View—Private Wing&Entry—Ensuite Bath—Walk to Town, Lake

5. Hudson NY’S Country Serenity Guest Suite.

6. Berkshires Apartment at the Stephentown Hotel

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

8. Summer on the Creek- Hot Tub • Sauna • Fire Pit • Creek Views

9. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

10. Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit

11. 5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

12. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Find holiday rentals that suit your style

Top Hillsdale Hotel Reviews

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

Find out more about Hillsdale

Hillsdale Apartments information

Frequently asked questions

Explore a world of travel with Expedia