Compare and book 5 Star hotels in Hillside, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Hillside 5 Star Hotels

Tonight
1 Mar - 2 Mar
Tomorrow
2 Mar - 3 Mar
Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar

Our top choices for Hillside 5-star hotels

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful hotel"
United States
Sean
The price is £348
includes taxes & fees
8 Mar - 9 Mar
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,003 reviews)
"Gorgeous property, facilities, and location."
United States
Hussein
The price is £398
includes taxes & fees
23 Mar - 24 Mar
The Langham, Chicago
Bar (on property)

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"The best hotel ! Always pleasant to stay ! "
United States
Maysa
The price is £439
includes taxes & fees
5 Mar - 6 Mar
The Peninsula Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,840 reviews)
"Exceptional service, great location, beautiful hotel"
United States
Julie
The price is £323
includes taxes & fees
8 Mar - 9 Mar
Trump International Hotel & Tower Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is £357
includes taxes & fees
22 Mar - 23 Mar
Waldorf Astoria Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,002 reviews)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is £359
includes taxes & fees
29 Mar - 30 Mar
Park Hyatt Chicago
Designer toiletries, hair dryer, bathrobes, towels

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (793 reviews)
"Everything was great about the property. Staff was super accomodating."
United States
Paulo
The price is £278
includes taxes & fees
8 Mar - 9 Mar
Nobu Hotel Chicago
Café

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location, service, and gym "
United States
Maxim
The price is £345
includes taxes & fees
8 Mar - 9 Mar
The Ritz-Carlton, Chicago
2 restaurants, breakfast served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (99 reviews)
"The staff was exceptional, and the amenities, coupled with the stunning views of the river or city, make this a fantastic choice. The on-site restaurants provide convenient access to food. My only minor complaint is the absence of a mini fridge in the room to keep some drinks cool. I would definitely be booking again "
United States
Eddie
The price is £388
includes taxes & fees
20 Mar - 21 Mar
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Hillside.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL
The price is £96 per night from 5 Mar to 6 Mar
£96
5 Mar - 6 Mar
includes taxes & fees
8.6/10 Excellent! (5,698 reviews)
Still don't see what you're looking for?
See all properties in Hillside.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Hillside

This small village offers a peaceful escape with its charming Hillside Park and community events throughout the year. Grab a bite at local family restaurants before exploring nearby Forest Park's beautiful Concordia Cemetery or Oak Park's Frank Lloyd Wright attractions.

See all hotels in Hillside
If you're in Chicago and like to visit famous grave sites, here is one not to miss.
Photo by Off The Beaten Track
Open Photo by Off The Beaten Track

Top Hillside Hotel Reviews

Find out more about Hillside

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Hillside?
The amount you pay for a 5-star hotel in Hillside depends on things such as when you plan to travel and the length of your escape. Our top tip for landing an awesome deal? Use our pricing filters to check out the available hotels for your chosen dates.

  • Search for the lowest price per night from £96

What makes a hotel 5 stars in Hillside?
Faultless guest service characterises every 5-star hotel in Hillside. From the instant you arrive, staff cater to your every need, whether arranging customised tours or providing in-room massages. On top of that, hotels must offer superior conveniences to be entitled to a 5-star rating. These can include luxury toiletries, spas or saunas, swimming pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Hillside?
Our convenient filters are the best way to narrow down what you want. Check the "All inclusive" and "5-star" boxes to see the most upscale resorts in Hillside where your accommodation, meals, activities and entertainment are included in the upfront price. At these stays, your holiday is pure extravagance from the moment you enter the lobby.

Explore a world of travel with Expedia