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Find Luxury Hotels in Highland Park, IL

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Check availability on Highland Park Luxury Hotels

Our top choices for Highland Park luxury hotels

Interior
Viceroy Chicago

Viceroy Chicago

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1137)
" Great trip, hotel and location was very nice. Lots of stores and restaurants near by, walkable. "
United States
Julyana
The price is ￥33,396
￥43,761 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Viceroy Chicago
Restaurant
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1292)
"Great location! "
United States
Katy
The price is ￥20,992
￥29,225 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Thompson Chicago, by Hyatt
Front of property - evening/night
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
Terrace/patio
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, (1249)
"Solid stay in a great part of town"
United States
Michael
The price is ￥21,639
￥25,401 total
includes taxes & fees
Dec 23 - Dec 24
The Chicago Hotel Collection Ambassador Gold Coast
Cocktail bar
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, (1480)
"Loved this hotel, great location, pet friendly."
United States
Tracy
The price is ￥10,731
￥17,169 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

4.0 star property
Rosemont
8.8 out of 10, Excellent, (1000)
"Room was nice, staff was amazing. "
United States
Robert
The price is ￥18,383
￥20,952 total
includes taxes & fees
Dec 21 - Dec 22
Chicago Marriott Suites O'Hare
Exterior
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

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 ￥28,109
￥32,996 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Guesthouse Hotel
Exterior
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, (1233)
"Room was spacious and clean and great comfortable beds!!!"
United States
MARSHA
The price is ￥18,570
￥21,166 total
includes taxes & fees
Dec 16 - Dec 17
Embassy Suites by Hilton Chicago O'Hare Rosemont
Bar (on property)
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, (1003)
"great room, great staff"
United States
Eamonn
The price is ￥30,235
￥35,492 total
includes taxes & fees
Jan 8 - Jan 9, 2026
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.
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Top Highland Park Hotel Reviews

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

10/10 Excellent
"."
Trevor 5-night trip
Posted 9 hours ago
Loews Chicago O'Hare Hotel

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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.