Photo by throwingsofas

Find Luxury Hotels in Highland Park, IL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Highland Park Luxury Hotels

Our top choices for Highland Park luxury hotels

Penthouse (Suite) | Egyptian cotton sheets, premium bedding, down comforters, minibar
Viceroy Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1139)
" Great trip, hotel and location was very nice. Lots of stores and restaurants near by, walkable. "
United States
Julyana
The price is ￥33,484
￥43,881 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Viceroy Chicago
Meeting facility
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1293)
"great stay"
United States
Loan
The price is ￥21,049
￥29,303 total
includes taxes & fees
Dec 28 - Dec 29
Thompson Chicago, by Hyatt
Full-size fridge, microwave, oven, stovetop
Level Chicago – Old Town

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (396)
"Clean room cool staff enjoyed my stay will come stay again. "
United States
Donald
Level Chicago – Old Town
Lobby
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1252)
"Solid stay in a great part of town"
United States
Michael
The price is ￥21,632
￥25,393 total
includes taxes & fees
Dec 14 - Dec 15
The Chicago Hotel Collection Ambassador Gold Coast
Exterior
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1477)
"I really liked this location - we will stay here again. "
United States
Lynnsey
The price is ￥10,727
￥17,164 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Claridge House Chicago, Tapestry Collection by Hilton
Front of property - evening/night
Chicago Marriott Suites O'Hare

Chicago Marriott Suites O'Hare

Chicago Marriott Suites O'Hare
4.0 star property
Rosemont
8.8 out of 10, Excellent, (1000)
"Room was nice, staff was amazing. "
United States
Robert
The price is ￥18,377
￥20,946 total
includes taxes & fees
Dec 21 - Dec 22
Chicago Marriott Suites O'Hare
Interior detail
The Hotel at Midtown

The Hotel at Midtown

The Hotel at Midtown
4.0 star property
Bucktown
9.0 out of 10, Wonderful, (832)
"Beautiful rooms, great workout area, and shops close by! Doesn’t get any better!"
United States
Tony
The Hotel at Midtown
Rooftop terrace
The Guesthouse Hotel

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (362)
"Beautiful well kept rooms, accessible friendly staff, quiet, clean, comfortable."
United States
Susan F
The price is ￥28,100
￥32,986 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Guesthouse Hotel
Bar (on property)
Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
4.0 star property
Rosemont
8.8 out of 10, Excellent, (1235)
"Room was spacious and clean and great comfortable beds!!!"
United States
MARSHA
The price is ￥18,564
￥21,159 total
includes taxes & fees
Dec 18 - Dec 19
Embassy Suites by Hilton Chicago O'Hare Rosemont
Exterior
Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel
4.0 star property
Lakeview
9.6 out of 10, Exceptional, (1000)
"great room, great staff"
United States
Eamonn
The price is ￥30,315
￥35,586 total
includes taxes & fees
Dec 28 - Dec 29
Hotel Zachary Chicago, a Tribute Portfolio Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Highland Park Hotel Reviews

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

10/10 Excellent
"Yes "
Emil 1-night trip
Posted 1 day ago
Comfort Suites Chicago O'Hare Airport

Explore a world of travel with Expedia

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Highland Park?
Use Expedia to arrange your flight to Chicago, IL (PWK-Chicago Executive) airport or Chicago O'Hare Intl. Airport (ORD) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Highland Park offers. Known for its restaurants and gardens, Highland Park also has some interesting things to see and do including Lake Michigan, so you may want to take in the local sights during your visit.
When can I expect good weather in Highland Park?
Planning for the weather is an important factor for making your trip to Highland Park a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Highland Park is 47 inches.
What's there to see and do in Highland Park?
Experience Highland Park and visit Lake Michigan, Ravinia Pavilion, and Chicago Botanic Garden. If you have a bit of extra time while you're in the area, you might want to check out Park Avenue Boating-Fishing Beach and Moraine Park.
How can I get around Highland Park?
It's easier to get around town comfortably when you know your options. If you want to see more of the area, hop aboard a train from Highland Park Station, Highland Park Ravinia Station, or Highland Park Ravinia Park Station.