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 highlights

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.

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 rentals for a long holiday or just a weekend break in Hillside:

  • Chicago Loop: 572 holiday homes
  • Old Town: 199 holiday homes
  • Lakeshore East: 97 holiday homes
  • Gold Coast: 182 holiday homes
  • Lakeview: 309 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes 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 homes near great places in Hillside. From HomeAway travellers, the most popular points of interest to stay near are:

  • Loyola University Chicago: 1,320 holiday rentals
  • Chicago 35th Street-Lou Jones-Bronzeville Station: 1,334 holiday rentals
  • Chicago 27th Street Station: 1,306 holiday rentals
  • Blue Island 123rd Street Station: 1,101 holiday rentals
  • Grant Park: 989 holiday rentals

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 38 Houses in Hillside. Our other popular types of Hillside holiday rentals include:

  • Condos/Apartments: 67 holiday houses
  • Cabins: 3 holiday houses
  • Cottages: 3 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 Hillside?

Yes, you can select your preferred holiday accommodation with pool among our 7 holiday homes with pool available in Hillside. Please use our search bar to access the selection of holiday rentals available.

    Explore destinations around Hillside

    1,356 holiday rentals
    26 holiday rentals
    932 holiday rentals
    45 holiday rentals
    56 holiday rentals
    21 holiday rentals
    40 holiday rentals
    Des Plaines
    173 holiday rentals
    Oak Park
    1,157 holiday rentals
    70 holiday rentals
    Forest Park
    1,042 holiday rentals
    228 holiday rentals
    122 holiday rentals
    Orland Park
    22 holiday rentals
    36 holiday rentals
    187 holiday rentals
    Arlington Heights
    42 holiday rentals
    Downers Grove
    58 holiday rentals
    62 holiday rentals
    59 holiday rentals