Explore top 2026 4 Star Hotels in Old Town Triangle

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Top Old Town Triangle 4 Star hotels

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $199 total per night from Nov 1 to Nov 2
$199 total
Nov 1 - Nov 2
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. ...
8.8/10 Excellent! (5,455 reviews)
"Great location. Clean room. Helpful staff."

Reviewed on Sep 30, 2026

Opens in a new windowRiver Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$143 nightly
The price is $170 total per night from Nov 1 to Nov 2
$170 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, ...
Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
$199 nightly
The price is $237 total per night from Oct 2 to Oct 3
$237 total
Oct 2 - Oct 3
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
8.6/10 Excellent! (1,001 reviews)
"If I could give more than 5 stars I would. The staff was amazing and extremely accommodating and flexible. The rooms were gorgeous and the hotel was beautiful."

Reviewed on Sep 30, 2026

Opens in a new windowTHE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$190 nightly
The price is $226 total per night from Oct 30 to Oct 31
$226 total
Oct 30 - Oct 31
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
8.6/10 Excellent! (3,324 reviews)
"Convenient location walk to anything you might need, restaurants, shopping, Room was so nice and comfortable"

Reviewed on Sep 30, 2026

Opens in a new windowHilton Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $181 total per night from Nov 1 to Nov 2
$181 total
Nov 1 - Nov 2
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi ...
8/10 Very Good! (2,281 reviews)
"Raymond was great upon check in! Other staff great as well. One issue Chicago is a sports town many guests visit coming to sporting events. We could not get ESPN with the Roku service. HORRIBLE!!! that would a deal breaker on me choosing where to stay next time. It’s a very basic service. Other than ..."

Reviewed on Sep 30, 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
$258 nightly
The price is $307 total per night from Oct 31 to Nov 1
$307 total
Oct 31 - Nov 1
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the sauna and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee ...
Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $259 total per night from Nov 1 to Nov 2
$259 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a lobby fireplace are also ...
9.6/10 Exceptional! (4,923 reviews)
"Great location, hotel was very modern and loved the window nook in the room"

Reviewed on Sep 30, 2026

Opens in a new windowL7 Chicago by LOTTE
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
$127 nightly
The price is $151 total per night from Nov 1 to Nov 2
$151 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Opens in a new windowThe Wade
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Oct 18 to Oct 19
$193 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
Opens in a new windowHyatt Regency O'Hare Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
$268 nightly
The price is $319 total per night from Oct 31 to Nov 1
$319 total
Oct 31 - Nov 1
Total with taxes and fees
This smoke-free hotel's 4 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center, ...
9.4/10 Exceptional! (3,521 reviews)
"Staff knocked the door too early in the morning when we were still sleeping. Breakfast buffet is NOT impressive."

Reviewed on Sep 30, 2026

Opens in a new windowHyatt Regency Chicago
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Recent Old Town Triangle hotel reviews by fellow wanderers

River Hotel

River Hotel

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Great location. Clean room. Helpful staff."
A verified traveler stayed at River Hotel
River Hotel

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