Destination guide

Travel to lively Highland Park

Enjoy the live music and other features of Highland Park. This city's gardens, shopping and sporting events draw many visitors. Six Flags Great America and Wrigley Field are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.


Activities and attractions in and around Highland Park

Are you looking for attractions to see in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Highland Park has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Six Flags Great America (14.9 mi / 24 km)
  • Sportsman's Country Club (4.1 mi / 6.6 km)
  • Northbrook Sports Complex (4.5 mi / 7.2 km)
  • Willowhill Golf Course (5.1 mi / 8.2 km)
  • Glenview Park Golf Club (6.1 mi / 9.8 km)
  • The Glen Club (6.2 mi / 10 km)
Natural features

Exploring the natural features in Highland Park

Whether you're looking for adventure or just want to appreciate the scenery, Highland Park is a great place to get out in nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Lincoln Park (18 mi / 29 km)
  • Rosewood Beach (2.1 mi / 3.4 km)
  • Chicago Botanic Garden (2.2 mi / 3.5 km)
  • Ravinia Park (2.3 mi / 3.7 km)
  • Kent Fuller Air Station Prairie (5.6 mi / 8.9 km)
  • Gallery Park (6.2 mi / 9.9 km)
How to get there

Transportation to and around Highland Park

The nearest airport is in Chicago, IL (PWK-Chicago Executive), located 6.3 mi (10.2 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Chicago, IL (ORD-O'Hare Intl.), which is 14.8 mi (23.9 km) away.

If you prefer to travel by train, Highland Park Station, Highland Park Ravinia Station and Highland Park Ravinia Park Station are the main stations in the city.

What is the best area to stay when traveling to Highland Park?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Highland Park:

  • Chicago Loop: 573 vacation rentals
  • Wrigleyville: 329 vacation rentals
  • Gold Coast: 183 vacation rentals
  • Old Town: 200 vacation rentals
  • Lakeview: 309 vacation rentals

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

What are the popular points of interest near where I can stay when traveling to Highland Park?

HomeAway offers a large selection of vacation rentals near lovely places in Highland Park. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Ravinia Park: 773 vacation rentals
  • Chicago Botanic Garden: 827 vacation rentals
  • Highland Park Fort Sheridan Station: 207 vacation rentals
  • Ravinia Pavillion: 787 vacation rentals
  • Highland Park Ravinia Station: 691 vacation rentals

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

Can I rent Houses in Highland Park?

Yes, of course. HomeAway has 19 Houses in Highland Park. Our other popular types of vacation rentals in Highland Park include:

  • Condos/Apartments: 13 rentals available
  • Townhouses: 5 rentals available
  • Studios: 13 rentals available

Can I find a vacation rental with pool in Highland Park?

Yes, you can select your preferred vacation rental with pool among our 2 vacation rentals with pool available in Highland Park. Please use our search bar to access the selection of vacation rentals available.

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