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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare Apartments in Hillsdale with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (14)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Apartment In Historic 1785 Thomas Jenkins House
Fridge, microwave, oven, stovetop

Apartment In Historic 1785 Thomas Jenkins House

10.0 out of 10, Exceptional, (75)
"We stayed there for our 45th anniversary trip and had never been to Hudson. This place was absolutely perfect. It was easy to walk everywhere so location was amazing. The apartment itself was bright and clean. The kitchen very well supplied and plenty of towels. We’d highly recommend! "
Apartment In Historic 1785 Thomas Jenkins House
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Golf

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (41)
"My husband and I stayed at this clean, spacious, and well-equipped apartment adjacent to the hosts' home for three nights to visit nearby attractions in Lenox, Pittsfield, Great Barrington, and Stockbridge. It was a wonderful property and the hosts couldn't have been nicer. We especially loved the gift basket prepared with some of their favorite area treats. Communication about the check-in/check-out process was simple. FYI for future travelers: there are no bathroom toiletries provided so...
1500 sqft private entrance with beautiful views of the Berkshire Mountains
All comforts of home
Fridge, microwave, oven, stovetop

All comforts of home

9.8 out of 10, Exceptional, (37)
"Absolutely beautiful, cozy, and quiet. Highly recommend and look forward to staying again in the future. "
The price is SAR 409
SAR 517 total
includes taxes & fees
11 Mar - 12 Mar
All comforts of home
Cozy Modern Studio Apt in Glasco
Interior

Cozy Modern Studio Apt in Glasco

The price is SAR 476
SAR 717 total
includes taxes & fees
11 Mar - 12 Mar
Cozy Modern Studio Apt in Glasco
The Studio mini home away from home in the Berkshires
Outdoor dining

The Studio mini home away from home in the Berkshires

9.6 out of 10, Exceptional, (28)
"Zero complaints. Perfect location"
The Studio mini home away from home in the Berkshires
51 Church Street, Lenox MA - One Bedroom Unit
Fridge, microwave, oven, stovetop

51 Church Street, Lenox MA - One Bedroom Unit

10.0 out of 10, Exceptional, (26)
"Great location. Well appointed. Pictures don’t really do this place justice. "
51 Church Street, Lenox MA - One Bedroom Unit
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
Living area

Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

2.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect location. Walking distance. Brand new apartment. "
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Terrace/patio

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (61)
"3 day holiday getaway, my husband and our 2 pups. A hike in nearby trails in the woods, enjoyed Lee downtown eateries and shops. Beautiful winter wonderland in the Berkshires. The guest rental was perfect!!! Warm, spacious, comfortable, perfect location. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Gateway to the Berkshires - Renovated downtown apartment
Exterior

Gateway to the Berkshires - Renovated downtown apartment

10.0 out of 10, Exceptional, (7)
"Thanks, Emmy, for a great visit. The apartment was exactly what we hoped for, clean and convenient to downtown and to all things in the Berkshires. We explored and relaxed and thoroughly enjoyed our getaway over a beautiful October weekend. I'd recommend the apartment to anyone who wants that in-town setting and wishes to explore all that the area has to offer. Great host, thank you!"
Gateway to the Berkshires - Renovated downtown apartment
Elmhurst House - Gnd Floor - 3bd Catskill Mtn View
Outdoor dining

Elmhurst House - Gnd Floor - 3bd Catskill Mtn View

9.0 out of 10, Wonderful, (6)
"The place is great, it needed a good sweeping. But when the saw the listing it stated there was a hot tub. Upon arriving we found there was no hot tub. The owner said he probably put that by accident. Which we found frustrating because it was one the reasons we chose this location.The communication was okay, it could’ve been better."
Elmhurst House - Gnd Floor - 3bd Catskill Mtn View
Upstairs on Main with private bathroom
Property grounds

Upstairs on Main with private bathroom

9.2 out of 10, Wonderful, (32)
"We enjoyed our stay in this great place! cute little upstairs apartment with a great use of space and perfect for getting around the area. We got the benefit of a beautiful snow storm too (and the walk and parking area were shoveled when we woke up which was nice!) thanks again."
Upstairs on Main with private bathroom
Downtown Hudson Apartment: Walk to Cafes & River!
Outdoor dining

Downtown Hudson Apartment: Walk to Cafes & River!

10.0 out of 10, Exceptional, (2)
"Great little place! Well equipped with everything we needed. Would stay at again…easy for visiting family nearby."
Downtown Hudson Apartment: Walk to Cafes & River!
Restored 19th century farmhouse apartment 2 -charming farmland and town culture!
Property grounds

Restored 19th century farmhouse apartment 2 -charming farmland and town culture!

9.4 out of 10, Exceptional, (13)
"Cute little apartment in a cute and quiet street. Loved our stay!"
Restored 19th century farmhouse apartment 2 -charming farmland and town culture!
Hudson NY’S Country Serenity
Property grounds

Hudson NY’S Country Serenity

10.0 out of 10, Exceptional, (1)
"Quiet, private , comfortable and clean sanctuary! Highly recommend…!! "
Hudson NY’S Country Serenity
Heart of Lenox!! - renovated downtown apartment
Flat-screen TV

Heart of Lenox!! - renovated downtown apartment

10.0 out of 10, Exceptional, (68)
"The place was beautiful and comfortable. Everything was new and clean. Loved the location. Thanks again."
Heart of Lenox!! - renovated downtown apartment
Modern Private Waterfront 3BR Saugerties Village Walk to All Kayaks Pet Friendly
Property grounds

Modern Private Waterfront 3BR Saugerties Village Walk to All Kayaks Pet Friendly

2.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect place very clean very detailed You have everything you need , The owner always make sure that everything is good with us with definitely recommend"
The price is SAR 1,394
SAR 2,396 total
includes taxes & fees
11 Mar - 12 Mar
Modern Private Waterfront 3BR Saugerties Village Walk to All Kayaks Pet Friendly
Renovated Downtown 1bedroom
Stovetop, dishwasher

Renovated Downtown 1bedroom

10.0 out of 10, Exceptional, (22)
"We’ve always had a great experience with Downtown Upstairs in Lenox and this was no exception. Easy access to the downtown stores and restaurants with the comfort of a nice, clean, well furnished apartment. "
Renovated Downtown 1bedroom
Tiny House 2.5 hrs NYC and Boston Waterfront WIFI
Terrace/patio

Tiny House 2.5 hrs NYC and Boston Waterfront WIFI

9.6 out of 10, Exceptional, (23)
"We were treated with such kindness and understanding of our situation. We would gladly recommend Alisha to anyone wanting to stay at their property. In fact, we are going back in May. "
Tiny House 2.5 hrs NYC and Boston Waterfront WIFI
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
Fridge, microwave, oven, stovetop

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

10.0 out of 10, Exceptional, (1)
"Lovely quiet spot with plenty of eating options around the area. Well maintained."
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
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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Other property types in Hillsdale

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very Good, (4)
"We love our Bartow cabin, it was so cozy and relaxing for us. A perfect getaway from the city life. Will definitely stay again. "
The price is SAR 657
SAR 709 total
includes taxes & fees
11 Mar - 12 Mar
Postcard Cabins Eastern Catskills
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (15)
"Beautiful property- not too far from Hunter Mt or Woodstock. House has a lot to offer for adults and/or families with kids. Would highly recommend!"
Hamptons on the Hudson in South Saugerties
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.

Frequently asked questions

What's it like to stay at an apartment in Hillsdale?
There are plenty of places to stay in Hillsdale with 67 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?
Listed below are some of the more popular apartments in the area: Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Situated in Great Barrington, 8.6 mi/13.8 km from the heart of Hillsdale. Includes free WiFi, separate dining areas, and Smart TVs. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: It’s situated in Lee, 16.6 mi/26.7 km away. Includes private patios and fireplaces. 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. Cozy Modern Studio Apt in Glasco: It’s situated in Saugerties, 23.7 mi/38.2 km from Hillsdale.
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.