An aerial view of a city with autumn foliage, a river, and a red barn.

Old Town Triangle Hotel Guide - 5 Stars Hotels in Old Town Triangle, Chicago

  • 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 Old Town Triangle 5 Star Hotels

Our top choices for Old Town Triangle 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)
"The staff was so kind and helpful. Great location and dining options. The room was spotless and comfortable"
United States
Teresa
The price is Rp11.187.540
Rp13.300.866 total
includes taxes & fees
4 Oct - 5 Oct
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, (2,021 reviews)
"It was a great place to stay"
United States
Jorge
The price is Rp9.256.358
Rp11.004.810 total
includes taxes & fees
4 Oct - 5 Oct
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, (1,002 reviews)
"Enjoyed my stay, lovely staff and great location"
United States
Saramae
The price is Rp11.595.974
Rp13.786.453 total
includes taxes & fees
4 Oct - 5 Oct
The Langham, Chicago
Front of property – evening/night

4. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,006 reviews)
"First time staying at this Property and we absolutely loved it! Will definitely go back and recommend"
United States
Angela
The price is Rp11.986.650
Rp14.250.928 total
includes taxes & fees
4 Oct - 5 Oct
The Peninsula Chicago
Exterior

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Very nice hotel With beautiful rooms"
United States
Victoria
The price is Rp12.830.155
Rp15.253.771 total
includes taxes & fees
1 Oct - 2 Oct
Waldorf Astoria Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

6. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (935 reviews)
"Great location Helpful staff"
United States
Abhay
The price is Rp8.739.600
Rp10.834.459 total
includes taxes & fees
4 Oct - 5 Oct
Nobu Hotel Chicago
Café

7. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"Staff was excellent."
United States
Fred
The price is Rp12.341.810
Rp14.673.435 total
includes taxes & fees
12 Oct - 13 Oct
The Ritz-Carlton, 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, (1,001 reviews)
"Top notch hotel, we were only there for a night but it likely ruined staying at any other hotel now, it was a great experience."
United States
Catherine
The price is Rp11.986.650
Rp14.250.927 total
includes taxes & fees
18 Oct - 19 Oct
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, (131 reviews)
"The location is great. Lovely hotel with great staff."
United States
Xiomara
The price is Rp11.915.618
Rp14.166.477 total
includes taxes & fees
4 Oct - 5 Oct
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
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 Old Town Triangle.
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
The price is Rp3.178.149 per night from 13 Oct to 14 Oct
Rp3.178.149
Rp3.778.500 total
13 Oct - 14 Oct
includes taxes & fees
8/10 Very good! (2,284 reviews)
Still don't see what you're looking for?
See all properties in Old Town Triangle.
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.

Top Old Town Triangle Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Old Town Triangle?
Get the luxury experience at Waldorf Astoria Chicago, Four Seasons Hotel Chicago and The Ritz-Carlton, Chicago. These are some of the 5-star getaways around the North Side neighbourhood of Old Town Triangle that are highly rated by our customers.
How much does it cost to stay in a 5-star hotel in Old Town Triangle?
The amount you pay for a 5-star hotel in Old Town Triangle can vary according to when you prefer to travel and how long you plan to stay, among other factors. Take advantage of our price per night filter and other search tools to score the best rate on a high-end getaway.

  • Search for the lowest price per night from Rp3.778.500

What makes a hotel 5 stars in Old Town Triangle?
From high-end dining venues and all-day fitness centres to swimming pools and premium bedding, the 5-star experience in Old Town Triangle is all about comfort and indulgence. But it calls for more than just upscale perks to get a 5-star rating. Accommodation must also offer exceptional guest services like in-room massage treatments, on-site laundry and 24-hour concierge services.