Destination guide

Head to the relaxing city of Hillside

Enjoy the live music and other features of Hillside. This relaxing and welcoming city is well known for its shopping, restaurants and forests. Wrigley Field and Willis Tower are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Activities and attractions in and around Hillside

Do you want to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Hillside a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Skydeck Ledge (13.6 mi / 21.9 km)
  • Brookfield Zoo (4.3 mi / 6.9 km)
  • Lincoln Park Zoo (14.2 mi / 22.8 km)
  • John G. Shedd Aquarium (14.7 mi / 23.7 km)
  • Navy Pier (14.9 mi / 24 km)
  • Adler Planetarium and Astronomy Museum (15 mi / 24.2 km)
Natural features

Exploring the natural features in Hillside

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Hillside is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (14.2 mi / 22.8 km)
  • Lincoln Park (14.3 mi / 23 km)
  • Grant Park (14.3 mi / 23.1 km)
  • Stevenson Park (1.6 mi / 2.6 km)
  • York Woods County Forest Preserve (2 mi / 3.2 km)
  • Triton College Botanical Garden (4.2 mi / 6.8 km)
How to get there

Transport to and around Hillside

The nearest airport is in Chicago, IL (ORD-O'Hare Intl.), located 7.1 mi (11.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Chicago, IL (MDW-Midway Intl.), which is 10.1 mi (16.2 km) away.

Where to stay around Hillside?

Our 2019 accommodation listings offer a large selection of 119 holiday lettings near Hillside. From 35 Houses to 72 Flats, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Hillside for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Hillside?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Hillside:

  • Ukrainian Village: 289 holiday homes
  • Chicago Loop: 575 holiday homes
  • Near West Side: 332 holiday homes
  • Gold Coast: 182 holiday homes
  • Lakeview: 320 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

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

HomeAway offers a large selection of holiday accommodations near great places in Hillside. From HomeAway travellers, the most popular points of interest to stay near are:

  • Alexian Brothers Medical Center: 700 holiday lettings
  • Chicago 107th Street Station (Beverly Hills): 1,263 holiday lettings
  • Grant Park: 1,003 holiday lettings
  • Orland Park 153rd Street Station: 124 holiday lettings
  • Stage 773: 1,326 holiday lettings

But there are many other points of interest around Hillside listed on HomeAway 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 Hillside?

Yes, of course. HomeAway offers 35 Houses in Hillside. Our other popular types of Hillside holiday rentals include:

  • Flats: 72 self catering accommodations
  • Cabins: 3 self catering accommodations
  • Cottages: 3 self catering accommodations

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 Hillside?

Yes, you can select your preferred holiday accommodation with pool among our 10 holiday homes with pool available in Hillside. Please use our search bar to access the selection of holiday rentals available.

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