Woodlawn

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

Popular places to visit

Jackson Park

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
63rd Street Beach

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
Magnificent Mile - River North featuring night scenes, a city and signage

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
McCormick Place

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
Wrigley Field showing a city, central business district and a sporting event

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
Navy Pier

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

Flyover in Chicago

Flyover in Chicago

HK$296
Per adult
94% of travellers recommend
Flyover in Chicago
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
River tour boat in Chicago

Architecture River Tour

HK$417
Per adult
94% of travellers recommend
Architecture River Tour
Cocktail Cruise

Chicago River Cocktail Cruise

HK$458
Per adult
90% of travellers recommend
Chicago River Cocktail Cruise
Narrated by certified, local docent

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
Private Chicago Scavenger Hunt: Eastside Art Heist

Eastside Chicago The Heist Exploration Game and Tour

HK$84
Per adult
Eastside Chicago The Heist Exploration Game and Tour
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$779 per night from 8 Dec to 9 Dec
HK$779
HK$915 total
includes taxes & fees
8 Dec - 9 Dec
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! (8,182 reviews)
"Overall we liked the room we stayed at the only complaint was that the hallway leading to the room had an awful smell like lake dead fish or something when we arrived on 11/23 this morning the smell was less but it still smelled"

Reviewed on 25 Nov 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is HK$754 per night from 25 Dec to 26 Dec
HK$754
HK$885 total
includes taxes & fees
25 Dec - 26 Dec
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! (3,554 reviews)
"Hotel was beautiful"

Reviewed on 23 Nov 2024

River Hotel
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$748 per night from 25 Dec to 26 Dec
HK$748
HK$878 total
includes taxes & fees
25 Dec - 26 Dec
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! (3,265 reviews)
"This is a go-to hotel for me near a yearly event I participate in. It's the best value of any of the hotels in its immediate surrounding area."

Reviewed on 21 Nov 2024

Club Quarters Hotel, Central Loop, Chicago
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
The price is HK$976 per night from 24 Dec to 25 Dec
HK$976
HK$1,146 total
includes taxes & fees
24 Dec - 25 Dec
Stay at this 4-star 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 ...
8.6/10 Excellent! (2,754 reviews)
"The location was amazing!"

Reviewed on 24 Nov 2024

Eurostars Magnificent Mile
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$1,121 per night from 16 Dec to 17 Dec
HK$1,121
HK$1,510 total
includes taxes & fees
16 Dec - 17 Dec
Stay at this 4.5-star luxury 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! (1,007 reviews)
"Love that it’s on Michigan avenue"

Reviewed on 24 Nov 2024

The Westin Michigan Avenue Chicago
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is HK$679 per night from 27 Nov to 28 Nov
HK$679
HK$968 total
includes taxes & fees
27 Nov - 28 Nov
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
7.8/10 Good! (1,282 reviews)
"Lovely!"

Reviewed on 24 Nov 2024

Hotel Felix River North/Magnificent Mile
See all 4,011 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 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
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 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
Downtown Chicago featuring 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