A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Hillside 5 Stars Hotels

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Check availability on Hillside 5 Star Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Hillside 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.
A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.
A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
August
HK$4,391
HK$5,220 total
includes taxes & fees
7 Sept - 8 Sept
Four Seasons Hotel Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A modern hotel room with large windows, white furniture, and a view of tall buildings.
A modern hotel room with large floor-to-ceiling windows offering a city view.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Jorge
HK$3,969
HK$4,719 total
includes taxes & fees
7 Sept - 8 Sept
Trump International Hotel & Tower Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A swimming pool with a ceiling of lights, large windows, and potted plants.

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Michael
HK$4,900
HK$5,826 total
includes taxes & fees
7 Sept - 8 Sept
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A rooftop bar with seating and a view of the city skyline at night.
A modern indoor pool area with large windows, potted palm plants, and lounge chairs.
A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Angela
HK$4,900
HK$5,826 total
includes taxes & fees
7 Sept - 8 Sept
The Peninsula Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.
A couple dining on a balcony with a cityscape view.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
United States
Jim
HK$4,565
HK$5,427 total
includes taxes & fees
7 Sept - 8 Sept
Waldorf Astoria Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
A modern lobby with a central seating area, large windows, and a decorative ceiling feature.
A modern bar area with a central bar, multiple seating options, and a large chandelier.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
United States
Eric
HK$4,665
HK$5,546 total
includes taxes & fees
7 Sept - 8 Sept
The Ritz-Carlton, Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.
A rooftop terrace with a view of a city skyline at dusk.
A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.
A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.

7. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
Canada
Jordan
HK$3,507
HK$4,365 total
includes taxes & fees
13 Sept - 14 Sept
Nobu Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

8. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Catherine
HK$4,340
HK$5,159 total
includes taxes & fees
7 Sept - 8 Sept
Park Hyatt Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.

9. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Princess
HK$5,049
HK$6,003 total
includes taxes & fees
21 Sept - 22 Sept
The St. Regis Chicago
A rooftop lounge with a city skyline view, featuring a sofa set with patterned cushions and a table with drinks and snacks.
A coastal city skyline with modern high-rise buildings, a beach, and a clear blue sky.
A living room with a fireplace, a mounted TV displaying Netflix content, and a staircase leading to another level.
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island with bar stools.

10. Art Villa

Art Villa
West Town
Art Villa
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Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Hillside.
Hilton Chicago O'Hare Airport

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HK$2,325 total
19 Sept - 20 Sept
includes taxes & fees
Hilton Chicago O'Hare Airport
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Hyatt Regency McCormick Place Chicago
The Chicago Hotel Collection Ambassador Gold Coast

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HK$1,121
HK$1,333 total
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (2,125 reviews)
The Chicago Hotel Collection Ambassador Gold Coast
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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
A gravestone with the name Alphonse Capone, birth and death years, and the phrase "My Jesus Mercy".
Photo by Off The Beaten Track

Top Hillside Hotel Reviews

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 HK$1,333
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.

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