Explore top 2026 5 Star Hotels in Old Town Triangle
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Top Old Town Triangle 5 Star hotels
Four Seasons Hotel Chicago
120 East Delaware Place Chicago IL
Fully refundableReserve now, pay when you stay
$530 nightly
The price is $630 total per night from Aug 23 to Aug 24
$630 total
Aug 23 - Aug 24
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$469 nightly
The price is $557 total per night from Aug 23 to Aug 24
$557 total
Aug 23 - Aug 24
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly ...
The Langham, Chicago
330 North Wabash Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$549 nightly
The price is $653 total per night from Aug 30 to Aug 31
$653 total
Aug 30 - Aug 31
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
The Peninsula Chicago
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$625 nightly
The price is $743 total per night from Aug 16 to Aug 17
$743 total
Aug 16 - Aug 17
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. ...
9.8/10 Exceptional! (1,000 reviews)
"Incredible hotel. Truly what all hotels should aspire to be. Not one bad experience while there. This hotel is phenomenal."
Reviewed on Aug 13, 2026
Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
$531 nightly
The price is $632 total per night from Aug 30 to Aug 31
$632 total
Aug 30 - Aug 31
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi ...
The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
$476 nightly
The price is $566 total per night from Aug 23 to Aug 24
$566 total
Aug 23 - Aug 24
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
9.2/10 Wonderful! (1,000 reviews)
"It’s testament that you get what you pay for. Worth every penny."
Reviewed on Aug 10, 2026
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
Fully refundableReserve now, pay when you stay
$436 nightly
The price is $518 total per night from Aug 30 to Aug 31
$518 total
Aug 30 - Aug 31
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour ...
9.4/10 Exceptional! (909 reviews)
"incredible staff and stay here. The team here crushed it and the rooms were fantastic"
Reviewed on Aug 12, 2026
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$554 nightly
The price is $658 total per night from Aug 16 to Aug 17
$658 total
Aug 16 - Aug 17
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
The St. Regis Chicago
401 East Upper Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$625 nightly
The price is $743 total per night from Aug 23 to Aug 24
$743 total
Aug 23 - Aug 24
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...
Art Villa
467 N Armour St Chicago IL
A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. ...
10/10 Exceptional! (2 reviews)
Reviewed on Aug 12, 2025
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Recent Old Town Triangle hotel reviews by fellow wanderers
The Chicago Hotel Collection Ambassador Gold Coast
4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Endroit calme, propre et très bien entretenu. Merci à toute l'équipe pour l'accueil !"
A verified traveler stayed at The Chicago Hotel Collection Ambassador Gold Coast
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