Explore top 2026 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 Apr 13 to Apr 14
$149 total
Apr 13 - Apr 14
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 ...
8.6/10 Excellent! (5,769 reviews)
I had a great time staying here. Its location made it easy to explore the downtown area on foot. Lots of cool restaurants near by. The room was spacious and staff were very friendly. The airport is far away and with the traffic, would suggest reserving extra time while traveling to the airport. All ...

Reviewed on Mar 24, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
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
$156 nightly
The price is $183 total per night from Apr 6 to Apr 7
$183 total
Apr 6 - Apr 7
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 ...
9.4/10 Exceptional! (3,627 reviews)
Clean room. Very friendly staff

Reviewed on Mar 25, 2026

Opens in a new windowHotel Riu Plaza Chicago
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $178 total per night from Mar 29 to Mar 30
$178 total
Mar 29 - Mar 30
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 ...
8.4/10 Very Good! (1,750 reviews)
The bathroom had a bad odor The pool was cold Can’t make phone calls- no reception-no WiFi - phones inside room was not working either 1 TV channel only

Reviewed on Mar 24, 2026

Opens in a new windowThe Wade
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $234 total per night from Mar 30 to Mar 31
$234 total
Mar 30 - Mar 31
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room ...
8.8/10 Excellent! (2,090 reviews)
Because I found a great rate for a last minute stay, my husband had a great experience at your hotel. First time staying there. Thank you!

Reviewed on Mar 25, 2026

Opens in a new windowFairmont Chicago at Millennium Park
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $235 total per night from Apr 1 to Apr 2
$235 total
Apr 1 - Apr 2
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, ...
9/10 Wonderful! (3,221 reviews)
Great

Reviewed on Mar 25, 2026

Opens in a new windowSwissotel - Chicago
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
$135 nightly
The price is $154 total per night from Apr 6 to Apr 7
$154 total
Apr 6 - Apr 7
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 ...
8.8/10 Excellent! (2,433 reviews)
Dddd

Reviewed on Mar 25, 2026

Opens in a new windowHyatt Regency O'Hare Chicago
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
500 South Dearborn Street Chicago IL
$135 nightly
The price is $159 total per night from Apr 12 to Apr 13
$159 total
Apr 12 - Apr 13
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, free WiFi in public ...
9.6/10 Exceptional! (1,215 reviews)
Excellent stay

Reviewed on Mar 25, 2026

Opens in a new windowBluegreen Vacations Hotel Blake, an Ascend Collection Hotel
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
636 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $198 total per night from Apr 5 to Apr 6
$198 total
Apr 5 - Apr 6
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 ...
9/10 Wonderful! (1,002 reviews)
Clean room | Staff | Business-friendly | Bar

Reviewed on Mar 25, 2026

Opens in a new windowThe Blackstone, Autograph Collection
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $182 total per night from Apr 1 to Apr 2
$182 total
Apr 1 - Apr 2
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! (2,703 reviews)
We loved our stay. Two adults and our eight-year-old son took a weekend trip to Chicago. This hotel was very close to the field museum and walking distance to magnificent mile. Short Uber ride to nearby shopping and Willis Tower. The staff were awesome and upgraded our room at a low price. We felt ...

Reviewed on Mar 25, 2026

Opens in a new windowHilton Chicago
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $264 total per night from Apr 12 to Apr 13
$264 total
Apr 12 - Apr 13
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! (1,123 reviews)
Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back.

Reviewed on Mar 23, 2026

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

Congress Plaza Hotel

Congress Plaza Hotel

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"The hotel is always clean, staff friendly and conveniently located for running races that begin in grant park "
A verified traveler stayed at Congress Plaza Hotel
Congress Plaza Hotel

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