Explore top 2025 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
$420 nightly
The price is $493 total per night from Dec 7 to Dec 8
$493 total
Dec 7 - Dec 8
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! (999 reviews)
staff very professional
Reviewed on Nov 9, 2025
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$457 nightly
The price is $536 total per night from Dec 21 to Dec 22
$536 total
Dec 21 - Dec 22
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, ...
9.6/10 Exceptional! (1,003 reviews)
Spa ,pool are awesome
Reviewed on Nov 16, 2025
The Peninsula Chicago
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$506 nightly
The price is $594 total per night from Dec 8 to Dec 9
$594 total
Dec 8 - Dec 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. ...
9.6/10 Exceptional! (1,006 reviews)
We love staying at the Peninsula in Chicago. The hotel is clean, the staff is exceptional and the food is delicious. They pay attention to every detail and ensure that you are enjoying your stay. We will definitely keep returning to this hotel when we’re in Chicago!
Reviewed on Nov 19, 2025
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$394 nightly
The price is $462 total per night from Dec 7 to Dec 8
$462 total
Dec 7 - Dec 8
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! (1,774 reviews)
Room service is great
Reviewed on Nov 22, 2025
Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
$406 nightly
The price is $476 total per night from Dec 14 to Dec 15
$476 total
Dec 14 - Dec 15
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 ...
9.2/10 Wonderful! (1,002 reviews)
Beautiful place and service
Reviewed on Oct 29, 2025
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$450 nightly
The price is $528 total per night from Dec 8 to Dec 9
$528 total
Dec 8 - Dec 9
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, ...
9.4/10 Exceptional! (1,001 reviews)
Room was beautiful, large, clean, well equipped. Staff was super friendly and helpful. I wish I could have stayed longer to enjoy the spa and restaurants. Would stay again.
Reviewed on Nov 18, 2025
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
$327 nightly
The price is $384 total per night from Nov 23 to Nov 24
$384 total
Nov 23 - Nov 24
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 ...
9.2/10 Wonderful! (749 reviews)
Nice room, professional staff, nice welcome, perfect location
Reviewed on Nov 9, 2025
The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
$386 nightly
The price is $453 total per night from Dec 21 to Dec 22
$453 total
Dec 21 - Dec 22
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, ...
9/10 Wonderful! (1,001 reviews)
Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand.
Reviewed on Nov 14, 2025
The St. Regis Chicago
401 East Upper Wacker Drive Chicago IL
$446 nightly
The price is $524 total per night from Dec 14 to Dec 15
$524 total
Dec 14 - Dec 15
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 ...
9/10 Wonderful! (79 reviews)
Room was wonderful
Reviewed on Nov 6, 2025
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
citizenM Chicago Downtown
5 out of 5
Posted 17 hours ago
Travelocity Verified Review
"Loved the hotel, super cool vibe, central location and amazing staff ! Will be staying again ! "
A verified traveler stayed at citizenM Chicago Downtown
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