Destination guide

Relaxing Hillsdale will entice you

Learn about the unique charm of Hillsdale with a stay in a holiday home rental. This city's coffee shops, skiing and horse riding attract many visitors, as does its relaxing and scenic location. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.


Sightseeing in and around Hillsdale

Are you searching for attractions to see in the area? Venture out of your holiday home and check out everything that makes Hillsdale a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Catamount Ski Area (4.6 mi / 7.3 km)
  • Ski Butternut (11.5 mi / 18.5 km)
  • Lake Taghkanic State Park (11.6 mi / 18.7 km)
  • Les Trois Emme Winery (14.1 mi / 22.6 km)
  • Furnace Brook Winery at Hilltop Orchards (15.1 mi / 24.2 km)
  • Dry Hill (15.3 mi / 24.6 km)
Natural highlights

Exploring the natural landscape of Hillsdale

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Hillsdale is a great place to get out in nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Taconic Trail State Park (6.3 mi / 10.1 km)
  • Lake Mansfield Park (8.9 mi / 14.4 km)
  • Lake Taghkanic State Park (11.6 mi / 18.7 km)
  • Berkshire Botanical Garden (12.2 mi / 19.7 km)
  • Beartown State Forest (13.9 mi / 22.3 km)
  • Umpachene Falls Park (15.9 mi / 25.5 km)
How to get there

Transport to and around Hillsdale

The nearest airport is in Hudson, NY (HCC-Columbia County), located 10.5 mi (16.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is 19.6 mi (31.5 km) away.

How many holiday accommodation are available around Hillsdale?

Our 2020 accommodation listings offer a large selection of 325 holiday rentals around Hillsdale. From 216 holiday houses to 42 cabins, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Hillsdale is on Stayz.

What are the most popular points of interest and landmarks to stay near when travelling to Hillsdale?

Stayz offers a large selection of holiday homes near great places in Hillsdale. From Stayz travellers, the most popular points of interest to stay near are:

  • Catamount Aerial Adventure Park: 587 holiday rentals
  • Wing's Castle: 294 holiday rentals
  • Jiminy Peak Mountain Resort: 324 holiday rentals
  • Ski Butternut: 445 holiday rentals
  • Bodhi Tree Gallery: 294 holiday rentals

But there are many other points of interest around Hillsdale listed on Stayz where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Hillsdale?

Yes, of course. Stayz offers 216 Houses in Hillsdale. Our other popular types of Hillsdale holiday rentals include:

  • Cabins: 42 holiday houses
  • Cottages: 42 holiday houses
  • Condos/Apartments: 20 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Bungalows and more.

Can I find a holiday accommodation with pool in Hillsdale?

Yes, you can select your preferred holiday accommodation with pool among our 68 holiday homes with pool available in Hillsdale. Please use our search bar to access the selection of holiday rentals available.