Woodlawn Vacations

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Where to stay in Woodlawn

Find the best Woodlawn areas and neighborhoods for the activities you enjoy most. Learn more about Woodlawn
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

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.

Find hotels in Downtown Chicago

Woodlawn Hotel Deals

River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 362 per night from Apr 1 to Apr 2
AED 362
AED 425 total
includes taxes & fees
1 Apr - 2 Apr
8.6/10 Excellent! (3,863 reviews)
"Air conditioned noise"

Reviewed on 11 March 2025

River Hotel
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 out of 5
225 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 602 per night from Mar 21 to Mar 22
AED 602
AED 707 total
includes taxes & fees
21 Mar - 22 Mar
9.6/10 Exceptional! (1,657 reviews)
"Watch surroundings everywhere!"

Reviewed on 12 March 2025

L7 Chicago by LOTTE
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 420 per night from Mar 24 to Mar 25
AED 420
AED 494 total
includes taxes & fees
24 Mar - 25 Mar
7.8/10 Good! (8,571 reviews)
"This property was within walking distance of both the Contemporary Art Museym and the Art Institute of Chicago."

Reviewed on 11 March 2025

Congress Plaza Hotel
See all 4,146 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.

Discover the most popular places to visit in Woodlawn

Chicago Museum of Science and Industry which includes interior views

Jackson Park

4/5(7 reviews)

Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its fascinating museums.

Jackson Park
This photo is special because it reflects the beauty of this magnificent city.

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
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

Wrigley Field