Choose from 10 vacation rentals located in Hillsdale, New York. Top filters in Hillsdale include Air conditioner, Internet / Wifi, and Parking. Prices range from $147 to $14,551 per night. Our most popular vacation rental types near Hillsdale are Hotel and RV.

Top vacation rentals in Hillsdale

Exterior
5.0
Outstanding(90 Reviews)
Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style
Chalet
 in Hillsdale
6 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

This Chalet for $279 in Hillsdale, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Exterior
4.5
Excellent(2 Reviews)
Perfect House In Hillsdale, Brings Friends & Fam
House
 in Hillsdale
12 guests · 5 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Hillsdale, at $487 per night for your next great vacation.

$$$$
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Bed
3.3
Average(33 Reviews)
The Brooks Motel
Motel
 in Hillsdale
1 queen bed
Pets allowed · Air conditioner · Internet / Wifi

The best choice in Hillsdale for Motel, for $149 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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26 bedrooms, desk, iron/ironing board, WiFi
The Brooks Buy Out, Wedding Groups Inquire Today!
House
 in Hillsdale
60 guests · 26 bedrooms · 24 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner

Nestled in Hillsdale, this House is perfect for your next vacation. Enjoy The Brooks Buy Out, Wedding Groups Inquire Today!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Hillsdale

Hillsdale travel guide

Let us help you plan your perfect Hillsdale vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Hillsdale, and more.

Frequently asked questions

What do I need to know before visiting Hillsdale, NY?

Before visiting Hillsdale, NY, it is important to know:
  • The approximate driving time from nearby metropolitan areas
  • What type of activities and attractions the town offers
  • The local weather and seasonal temperatures
Hillsdale is located approximately 2 hours from both Albany and New York City, so it is important to plan your travel time accordingly. The town offers a variety of outdoor activities, including hiking trails, biking, and several nearby lakes for fishing and boating. The weather in Hillsdale is generally mild and pleasant, with temperatures ranging from the 30s in the winter to the 80s in the summer.

What are the must-visit tourist attractions in Hillsdale, NY?

Hillsdale, NY is a small town in New York's Hudson Valley area that offers a variety of attractions for visitors. Some of the must-visit tourist attractions in Hillsdale, NY are:

  • Hillsdale General Store
  • Bash Bish Falls
  • The Copake Iron Works Historic Site
  • Taconic State Park

The Hillsdale General Store is a family owned and operated business that provides fresh local produce, handmade goods, and a wide variety of gifts and souvenirs. Bash Bish Falls is a beautiful waterfall located in the southwestern corner of the state. The Copake Iron Works Historic Site is a unique historical landmark that preserves the history of iron ore mining in the area. Lastly, Taconic State Park provides visitors with a variety of outdoor activities including hiking, camping, and fishing.

How can I get around in Hillsdale, NY?

You can get around Hillsdale, NY by:

  • Driving
  • Walking
  • Taking public transportation

Where can I find affordable accommodation in Hillsdale, NY?

Hillsdale, NY offers a variety of affordable accommodation options for visitors. Here are four great places to stay:

  • Hillsdale Country Inn – a cozy and comfortable inn with convenient amenities.
  • Hillsdale Inn – a family-friendly hotel with an indoor pool and fitness center.
  • Hillsdale Lodge – a rustic lodge with a restaurant and bar.
  • Hillsdale Motel – an affordable motel with free Wi-Fi and parking.

What is the culture like in Hillsdale, NY?

Hillsdale, NY is a small town located in the Hudson Valley region of New York. It is known for its quaint charm and friendly locals. The culture in Hillsdale is one that is quite unique and offers a variety of experiences for its visitors and residents.

  • The town has a vibrant arts and culture scene, with many galleries, music venues, and performance spaces.
  • There are many outdoor activities to enjoy, such as hiking, camping, and fishing.
  • The town hosts several festivals and events throughout the year.
  • The town has a thriving local business community, with many small businesses and restaurants.
  • There is a close-knit community feel, where everyone knows each other and looks out for each other.

Is Hillsdale, NY safe to travel to?

Hillsdale, NY is generally safe to travel to. Here are some safety tips to keep in mind when visiting:

  • Be aware of your surroundings and trust your instincts
  • Avoid walking alone at night
  • Be aware of local laws and regulations

What are the popular shopping destinations in Hillsdale, NY?

The popular shopping destinations in Hillsdale, NY are:

  • Hillsdale Shopping Center
  • The Hillsdale Farmer's Market
  • The Hillsdale Mall

Each destination offers a variety of stores and restaurants for locals and visitors to enjoy.

What are the best neighborhoods to visit in Hillsdale, NY?

The best neighborhoods to visit in Hillsdale, NY are:

  • Hillsdale Hamlet
  • Bash Bish Falls
  • Taconic State Park

Hillsdale Hamlet is a quaint village with unique shops and restaurants, Bash Bish Falls is a beautiful waterfall and swimming hole, and Taconic State Park is a great place for camping, hiking, and biking.

Where is Hillsdale, NY?

Hillsdale, NY is a small town located in the northeast corner of Columbia County, in the Hudson Valley region of New York. It is situated on the Massachusetts border, just north of Berkshire County, and is part of the Great Barrington, MA-CT Metropolitan Statistical Area. The town is home to the historic Hillsdale House, a popular tourist attraction, as well as a number of small businesses, including several wineries.

What are the most popular vacation rental amenities in Hillsdale, NY?

The most popular vacation rental amenities in Hillsdale, NY are:

  • High-speed internet
  • Air conditioning
  • Fully equipped kitchen
  • TV with streaming services
  • On-site laundry facilities

These amenities help make a stay in Hillsdale more comfortable and enjoyable. High-speed internet allows for easy access to streaming services, while an air conditioning system helps to keep the rental cool and comfortable. A fully equipped kitchen allows for easy meal preparation, while a TV with streaming services allows for entertainment. On-site laundry facilities provide convenience for guests who need to do laundry during their stay.

What are the top things to do in Hillsdale, NY?

Hillsdale, NY is a small town with plenty of activities and sights to explore. Here are some of the top things to do in this quaint area:

  • Visit the Bash Bish Falls State Park
  • Go fishing at Copake Lake
  • Explore the Claverack Free Library
  • Experience the local shops and restaurants

Whether you’re looking for outdoor adventure or a cozy place to relax, you’ll find what you’re looking for in Hillsdale, NY!

What is the price range for rentals in Hillsdale?

Vacation rentals in Hillsdale have a price range between $147-$14,551. The average price for rentals in Hillsdale is $197 per night.

What are the most popular vacation rental amenities in Hillsdale?

  • Air conditioner
  • Internet / Wifi
  • Parking

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