Woodlawn

Chicago
Photo by Richard Remington
Photo by Richard Remington

Popular places to visit

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Jackson Park

Explore the great outdoors at Jackson Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

Jackson Park
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63rd Street Beach

Why not spend a lazy afternoon at 63rd Street Beach during your trip to Chicago? Wander the beaches and gardens while you're in the area.

63rd Street Beach
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Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
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McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
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Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
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Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

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Flyover in Chicago

HK$296
Per adult
94% of travellers recommend
Flyover in Chicago
Image for Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

HK$346
Per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
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Chicago River Cocktail Cruise

HK$458
Per adult
90% of travellers recommend
Chicago River Cocktail Cruise
Image for Chicago Seadog Lakefront Speedboat Tour

Chicago Seadog Lakefront Speedboat Tour

HK$231
Per adult
80% of travellers recommend
Chicago Seadog Lakefront Speedboat Tour
Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

HK$420
Per adult
98% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Quest Experience: The Heist

Chicago Quest Experience: The Heist

HK$84
Per adult
Chicago Quest Experience: The Heist
See all activities in Chicago

Top hotels in Woodlawn

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is HK$1,058 per night from 7 Nov to 8 Nov
HK$1,058
HK$1,242 total
includes taxes & fees
7 Nov - 8 Nov
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,082 reviews)
"Good stay"

Reviewed on 4 Nov 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is HK$909 per night from 24 Nov to 25 Nov
HK$909
HK$1,067 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star 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! (3,546 reviews)
"I can't say enough good things about this hotel—it's truly the best for families! If you're hoping for the convenience of free laundry, a dryer, and detergent, this is definitely the place to choose. We traveled light since we were flying basic economy, and doing laundry every other night was so ..."

Reviewed on 3 Nov 2024

River Hotel
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 HK$918 per night from 24 Nov to 25 Nov
HK$918
HK$1,078 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.2/10 Very Good! (3,178 reviews)
"It was perfect. We will be back."

Reviewed on 3 Nov 2024

Embassy Suites by Hilton Chicago Downtown River North
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
The price is HK$857 per night from 24 Nov to 25 Nov
HK$857
HK$1,005 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.4/10 Very Good! (3,268 reviews)
"Hotel was great but Expedia noted there was free parking. Had to pay $25 for parking four blocks away"

Reviewed on 4 Nov 2024

Club Quarters Hotel, Central Loop, Chicago
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
The price is HK$1,042 per night from 24 Nov to 25 Nov
HK$1,042
HK$1,417 total
includes taxes & fees
24 Nov - 25 Nov
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,018 reviews)
expected more
"Noise level is high especially if you’re placed in an adjoining room. Bed comfortable, staff friendly and room service was fast and good quality food items. Cleanliness of bathroom was definitely subpar."

Reviewed on 1 Nov 2024

The Westin Michigan Avenue Chicago
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
The price is HK$762 per night from 25 Nov to 26 Nov
HK$762
HK$895 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (2,186 reviews)
"I enjoyed my stay at CitizenM. Loved the interesting and vibrant art collection and books throughout. The rooms are high tech, cozy, and the location is perfect!"

Reviewed on 3 Nov 2024

citizenM Chicago Downtown
See all 3,956 properties in Woodlawn
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 which includes street scenes and night 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 which includes a city and a high-rise building

South Loop

3/5(3 area reviews)

Soldier Field and Grant Park 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
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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 Racine Station or Polk Station (Pink Line) to get around town.

Near West Side
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)

Millennium Park and Michigan Avenue 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

Woodlawn