Woodlawn

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


Top hotels in Woodlawn

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is S$135 per night from 8 Jan to 9 Jan
S$135
8 Jan - 9 Jan
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (3,627 reviews)
Staff was very courteous and helpful

Reviewed on 1 Jan, 2026

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is S$247 per night from 11 Jan to 12 Jan
S$247
11 Jan - 12 Jan
includes taxes & fees
Stay at this 4-star 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! (2,448 reviews)
Yes it was a great stay

Reviewed on 1 Jan, 2026

Hilton Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is S$247 per night from 11 Jan to 12 Jan
S$247
11 Jan - 12 Jan
includes taxes & fees
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 and the ...
8.4/10 Very Good! (2,194 reviews)
Staff was great. Christmas decor was amazing.

Reviewed on 29 Dec, 2025

Palmer House a Hilton Hotel
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$123 per night from 15 Jan to 16 Jan
S$123
15 Jan - 16 Jan
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (2,016 reviews)
Friendly and knowledgeable employees who will go out of their way to assist guests. Clean and quiet rooms even though it's located in the heart of Chicago.

Reviewed on 26 Dec, 2025

Club Quarters Hotel Wacker at Michigan, Chicago
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
The price is S$142 per night from 8 Jan to 9 Jan
S$142
8 Jan - 9 Jan
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the pool in their reviews. Popular ...
8.4/10 Very Good! (5,470 reviews)
Great stay!

Reviewed on 29 Dec, 2025

Embassy Suites by Hilton Chicago Downtown River North
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
The price is S$130 per night from 1 Feb to 2 Feb
S$130
1 Feb - 2 Feb
includes taxes & fees
Stay at this spa hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and a fitness centre. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (3,165 reviews)
A nice and quiet room, comfortable bed, nice large shower; a delicious breakfast at the hotel restaurant. All conveniently located in Rover North.

Reviewed on 30 Dec, 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 neighbourhoods around Woodlawn

Chicago Museum of Science and Industry

Hyde Park

3/5(1 area review)

Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Robie House.

Hyde Park
South Loop featuring night scenes and street scenes

Near South Side

Travellers choose Near South Side for its ample 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 showing a high-rise building and a city

South Loop

3/5(3 area reviews)

Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.

South Loop
Chicago which includes 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 of the city at Washington Station or Monroe Station (Blue Line).

Theatre District
The Loop - Downtown featuring a river or creek

The Loop

4.5/5(187 area reviews)

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

The Loop
Default Image

Near West Side

4.5/5(14 area reviews)

Live music, theatres 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


Woodlawn

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