Explore top 2025 4 Star Hotels in Woodlawn

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Top Woodlawn 4 Star hotels

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $149 total per night from Nov 16 to Nov 17
$149 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and ...
8.4/10 Very Good! (5,122 reviews)
Parking was terrible and expensive. Recommend valet parking. Staff, very hard to talk to and i arrived at 3:30 scheduled to check in at 4 pm. Room wasn't available until 4;30. Staff wasn't to concerned.

Reviewed on Oct 20, 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
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
$118 nightly
The price is $134 total per night from Nov 23 to Nov 24
$134 total
Nov 23 - Nov 24
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 ...
8.6/10 Excellent! (2,083 reviews)
Friendly staff. Conveniently located same place as conference I attended.

Reviewed on Oct 18, 2025

Opens in a new windowHyatt Regency O'Hare Chicago
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $133 total per night from Nov 23 to Nov 24
$133 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.
8.2/10 Very Good! (2,949 reviews)
Great location, rooms were kinda dirty and dated. For the price, wasn’t a bad option. Wouldn’t pay more than $150/night here

Reviewed on Oct 20, 2025

Opens in a new windowWarwick Allerton - Chicago
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $252 total per night from Nov 23 to Nov 24
$252 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a ...
9.2/10 Wonderful! (1,115 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.

Reviewed on Oct 16, 2025

Opens in a new windowPendry Chicago
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $197 total per night from Nov 23 to Nov 24
$197 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, ...
8.8/10 Excellent! (2,899 reviews)
Mohammed at the front desk was welcoming and friendly and treated my daughter like a very special guest. She is looking forward to all of us coming back for another stay!

Reviewed on Oct 19, 2025

Opens in a new windowSwissotel - Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $207 total per night from Nov 23 to Nov 24
$207 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and ...
8.8/10 Excellent! (2,151 reviews)
It was a beautiful property in a spectacular location. Close to transit, and walkable to everything in the loop. Would definitely stay again.

Reviewed on Oct 20, 2025

Opens in a new windowThe Allegro Royal Sonesta Hotel Chicago Loop
Claridge House

Claridge House

4 out of 5
1244 N Dearborn Parkway, Chicago, IL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $134 total per night from Nov 3 to Nov 4
$134 total
Nov 3 - Nov 4
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
8.8/10 Excellent! (1,425 reviews)
EXCELLENT Staff, clean, central located

Reviewed on Oct 18, 2025

Opens in a new windowClaridge House
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $134 total per night from Oct 26 to Oct 27
$134 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
9.2/10 Wonderful! (3,963 reviews)
Great spot next to the pendry

Reviewed on Oct 18, 2025

Opens in a new windowcitizenM Chicago Downtown
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $164 total per night from Nov 23 to Nov 24
$164 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant ...
9.2/10 Wonderful! (2,612 reviews)
Clean room, awesome breakfast, and well lit room.

Reviewed on Oct 18, 2025

Opens in a new windowHotel Riu Plaza Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $243 total per night from Nov 23 to Nov 24
$243 total
Nov 23 - Nov 24
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, ...
9.2/10 Wonderful! (3,394 reviews)
Nice staff and great location.

Reviewed on Oct 18, 2025

Opens in a new windowHyatt Regency Chicago
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Recent Woodlawn hotel reviews by fellow wanderers

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Parking was terrible and expensive. Recommend valet parking. Staff, very hard to talk to and i arrived at 3:30 scheduled to check in at 4 pm. Room wasn't available until 4;30. Staff wasn't to concerned."
A verified traveler stayed at Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North

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