Woodlawn, IL

Chicago

Photo by Richard Remington
Photo by Richard Remington
Photo by Richard Remington
Photo by Richard Remington
Photo by Richard Remington

Popular places to visit

Things to do


Woodlawn Hotel Deals

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$89 nightly
The price is $105 total per night from Jan 5 to Jan 6
$105 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (3,549 reviews)
Room was warm Recommend softer toilet paper please

Reviewed on Dec 23, 2025

Hilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$156 nightly
The price is $179 total per night from Jan 1 to Jan 2
$179 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (2,169 reviews)
Room is comfortable and clean. It is nice to stay at a historical site

Reviewed on Dec 23, 2025

Palmer House a Hilton Hotel
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
$127 nightly
The price is $149 total per night from Dec 30 to Dec 31
$149 total
Dec 30 - Dec 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
9.2/10 Wonderful! (2,152 reviews)
Great location, excellent staff

Reviewed on Dec 22, 2025

Silversmith Hotel Chicago Downtown
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
$89 nightly
The price is $104 total per night from Dec 25 to Dec 26
$104 total
Dec 25 - Dec 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,007 reviews)
Excellent location, clean room, comfortable bed. The staff are very helpful and friendly. Cool building as well. Only thing missing is a safe in the room.

Reviewed on Dec 22, 2025

Club Quarters Hotel Wacker at Michigan, Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$139 nightly
The price is $163 total per night from Dec 30 to Dec 31
$163 total
Dec 30 - Dec 31
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,412 reviews)
Our stay at the Hilton Chicago was excellent. The staff was helpful and friendly, and we will consider staying at this hotel in the future.

Reviewed on Dec 22, 2025

Hilton Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
$94 nightly
The price is $110 total per night from Jan 22 to Jan 23
$110 total
Jan 22 - Jan 23, 2026
Total with taxes and fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (3,152 reviews)
Always a comfortable and consistent stay with little to no noise, spacious room and great staff

Reviewed on Dec 19, 2025

Eurostars Magnificent Mile
Lowest 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.

Other neighborhoods around Woodlawn

South Loop which includes night scenes and street scenes

Near South Side

Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.

Near South Side
South Loop featuring a skyscraper and a city

South Loop

4.5/5(607 area reviews)

Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.

South Loop
Chicago showing rides

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Theatre District
The Loop - Downtown which includes a river or creek

The Loop

4.5/5(9,481 area reviews)

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

The Loop
Default Image

Near West Side

4.5/5(740 area reviews)

Live music, theaters, and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town.

Near West Side
Downtown Chicago showing a city

Downtown Chicago

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Downtown Chicago


Woodlawn, IL

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