Your Highland Hills Holiday
Take the hard work out of travel planning with a Highland Hills holiday package. One of the best neighbourhoods to stay in this exciting city is Clarendon Hills, which is good for golfing and a lot more. Eager to do some sightseeing? A trip to Highland Hills wouldn't be complete without visiting Yorktown Shopping Centre, Lilacia Park and other top attractions. A couple of quick clicks is all it takes to put together the ultimate Highland Hills holiday on Expedia.
Pendry Chicago
Reviewed on 30 May 2024
Trump International Hotel & Tower Chicago
Reviewed on 4 Jun 2024
Park Hyatt Chicago
Reviewed on 2 Jun 2024
The Langham, Chicago
Reviewed on 2 Jun 2024
Where to stay in Highland Hills
Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Top hotels in Highland Hills
Reviewed on 2 Jun 2024
Reviewed on 3 Jun 2024
Reviewed on 3 Jun 2024
Frequently asked questions
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Things to do
Odyssey Lake Michigan Premier Dinner Cruise
Chicago Pizza Tour
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.