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
$400 nightly
The price is $470 total per night from Apr 5 to Apr 6
$470 total
Apr 5 - Apr 6
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 ...
9.4/10 Exceptional! (1,002 reviews)
Every amazing!
Reviewed on Mar 3, 2026
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$371 nightly
The price is $436 total per night from Mar 11 to Mar 12
$436 total
Mar 11 - Mar 12
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 ...
9.4/10 Exceptional! (1,844 reviews)
Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.
Reviewed on Mar 3, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$525 nightly
The price is $616 total per night from Mar 8 to Mar 9
$616 total
Mar 8 - Mar 9
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! (1,004 reviews)
Great location (very walkable), well equipped gym, very good restaurant
Reviewed on Mar 5, 2026
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$412 nightly
The price is $484 total per night from Mar 29 to Mar 30
$484 total
Mar 29 - Mar 30
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, ...
9.6/10 Exceptional! (1,003 reviews)
The room was a little dated. I was surprised that you didn’t have CNBC as a TV choice, I thought the gym was dated and the WiFi was inadequate
Reviewed on Feb 28, 2026
Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
$410 nightly
The price is $481 total per night from Mar 22 to Mar 23
$481 total
Mar 22 - Mar 23
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 ...
9.4/10 Exceptional! (1,004 reviews)
Nice bellmen, nice front staff, rooms were cozy and well kept. Everyone was very friendly and helpful. We would stay again.
Reviewed on Mar 1, 2026
The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
$396 nightly
The price is $465 total per night from Mar 15 to Mar 16
$465 total
Mar 15 - Mar 16
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! (1,001 reviews)
Room service came in the evening when we were out. Thats nuts!
Reviewed on Feb 16, 2026
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
Fully refundableReserve now, pay when you stay
$285 nightly
The price is $335 total per night from Mar 15 to Mar 16
$335 total
Mar 15 - Mar 16
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! (795 reviews)
Has everything and more
Reviewed on Feb 28, 2026
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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View all propertiesLowest 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.
Recent Old Town Triangle hotel reviews by fellow wanderers
Hotel Riu Plaza Chicago
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"This hotel was super nice and it was clean and we did have to use another hotels valet, but it was no problem because it was right next-door, but the staff was super nice and accommodating. I will definitely stay here again."
A verified traveler stayed at Hotel Riu Plaza Chicago
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