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

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Hillside 5-star hotels

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

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Liked the layout of our suite and that the hotel was right inside the shopping Mall & Bloomingdales."
United States
August
The price is NT$17,208
NT$20,458 total
includes taxes & fees
Aug 16 - Aug 17
Four Seasons Hotel Chicago
Terrace/patio

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,956 reviews)
"Great location and wonderful staff."
United States
Ryan
The price is NT$15,176
NT$18,042 total
includes taxes & fees
Aug 17 - Aug 18
Trump International Hotel & Tower Chicago
Lobby

3. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Wonderful hotel stay"
United States
Robert
The price is NT$17,654
NT$20,989 total
includes taxes & fees
Aug 30 - Aug 31
The Langham, Chicago
Exterior

4. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful property with great location in Chicago. Can’t wait to stay again."
United States
Steve
The price is NT$17,337
NT$20,612 total
includes taxes & fees
Aug 23 - Aug 24
Waldorf Astoria Chicago
Front of property - evening/night

5. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Welcoming and attentive staff throughout the hotel made my stay an enjoyable and memorable experience."
United States
Charles
The price is NT$20,292
NT$24,126 total
includes taxes & fees
Aug 9 - Aug 10
The Peninsula Chicago
Cafe

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
United States
Caryn
The price is NT$15,411
NT$18,322 total
includes taxes & fees
Aug 23 - Aug 24
The Ritz-Carlton, Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (892 reviews)
"It’s a nice hotel in a good area. Nice rooftop too."
United States
Raul
The price is NT$14,221
NT$17,719 total
includes taxes & fees
Aug 30 - Aug 31
Nobu Hotel Chicago
Breakfast, lunch, dinner and brunch served

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Our room was wonderful"
United States
Jennifer
The price is NT$17,920
NT$21,305 total
includes taxes & fees
Aug 23 - Aug 24
Park Hyatt Chicago
2 restaurants; breakfast, lunch, dinner, and brunch served

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (128 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is NT$18,227
NT$21,670 total
includes taxes & fees
Aug 23 - Aug 24
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

10. Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Hillside.
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL
The price is NT$5,487 per night from Aug 30 to Aug 31
NT$5,487
NT$6,254 total
Aug 30 - Aug 31
includes taxes & fees
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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
Open 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?
How much you pay for a 5-star hotel in Hillside can vary based on when you want to travel and how long you plan to stay, among several factors. Take advantage of our price per night filter and other search tools to score the best deal on an indulgent stay.

  • Search for the lowest price per night from NT$6,192

What makes a hotel 5 stars in Hillside?
Impeccable guest service is at the heart of every 5-star hotel in Hillside. From the minute you arrive, staff attend to your every need, whether offering luggage assistance and storage or providing a nightly turn-down service. What's more, hotels have to feature upscale amenities to qualify for a 5-star rating. These can include luxury bathrooms, spas or saunas, pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Hillside?
Expedia's filter tool is the quickest way to search for exactly what you want. Select "All inclusive" and "5-star" to see the most upscale resorts in Hillside where your meals, accommodations, activities and entertainment are included in the price. At these stays, your trip is pure leisure from the moment you step foot in the lobby.

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