Photo by Off The Beaten Track

Find Luxury Hotels in Hillside, 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 Hillside Luxury Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Hillside Luxury Hotels

View from room
Sophy Hyde Park

Sophy Hyde Park

4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1000)
"Room and location were great"
United States
Latasha
The price is SAR 673
SAR 891 total
includes taxes & fees
20 Dec - 21 Dec
Sophy Hyde Park
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2254)
"Perfect environment and location"
China
YIWEI
The price is SAR 348
SAR 536 total
includes taxes & fees
23 Dec - 24 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Premium bedding, down comforters, pillowtop beds, in-room safe
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1501)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
The price is SAR 357
SAR 419 total
includes taxes & fees
9 Dec - 10 Dec
The Wade
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2989)
"Great stay"
Canada
Lorrington Ashford
The price is SAR 428
SAR 612 total
includes taxes & fees
2 Jan - 3 January 2026
Swissotel - Chicago
Meeting facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1569)
"Professional staff, great location. "
United States
Kelly
The price is SAR 522
SAR 725 total
includes taxes & fees
5 Jan - 6 January 2026
Sheraton Grand Chicago Riverwalk
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2738)
"Great food clean room friendly staff"
United States
MARINA
The price is SAR 336
SAR 505 total
includes taxes & fees
23 Dec - 24 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2173)
"Great stay "
United States
Melinda
The price is SAR 335
SAR 394 total
includes taxes & fees
11 Dec - 12 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1780)
"Friendly staff and good location to all of the city"
United States
Mark
The price is SAR 525
SAR 714 total
includes taxes & fees
18 Dec - 19 Dec
Radisson Blu Aqua Hotel Chicago
Breakfast, lunch, dinner served; American cuisine
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2008)
"Great accommodation!"
Canada
James
The price is SAR 638
SAR 859 total
includes taxes & fees
6 Dec - 7 Dec
Fairmont Chicago at Millennium Park
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1030)
"Clean room, nice amenities (especially like the rain shower), very centrally located, and friendly staff. "
United States
Kathleen
The price is SAR 380
SAR 446 total
includes taxes & fees
11 Dec - 12 Dec
Ivy Boutique 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 Hillside Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"The room was beautiful, the hotel was decorated for Christmas. Clean, felt safe, friendly staff."
Brittney 1-night trip
Posted 16 hours ago
Palmer House a Hilton Hotel

Explore a world of travel with Expedia

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Hillside?
Expedia can help you get a flight to Chicago O'Hare Intl. Airport (ORD) airport or Chicago Midway Airport (MDW) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you want 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 Hillside offers. During your visit, you might want to enjoy the restaurants which Hillside is known for.
When can I expect good weather in Hillside?
Planning for the weather is an important factor for making your trip to Hillside a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Hillside are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What's there to see and do in Hillside?
When you're in Hillside, enjoy exploring the sights and attractions here including Fresh Meadow Golf Club, Wrigley Field, and Michigan Avenue. If you have extra time while you're in the area, you might want to stop by United Center and Soldier Field.