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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
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Top hotels in Woodlawn
Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ฿4,228 per night from 27 May to 28 May
฿4,228
per night
27 May - 28 May
7.6/10 Good! (2,574 reviews)
Great location
"Great location near shops, food outlet’s, etc"
Reviewed on 11 May 2024
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ฿5,726 per night from 14 May to 15 May
฿5,726
per night
14 May - 15 May
7.6/10 Good! (6,705 reviews)
Great hotel to start Route 66 from
"A great hotel to start our Drive on Route 66. Perfectly located to see a lot of Chicago. Just need more lights in the room"
Reviewed on 11 May 2024
The Westin Michigan Avenue Chicago
909 North Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ฿6,912 per night from 28 May to 29 May
฿6,912
per night
28 May - 29 May
8.6/10 Excellent! (1,005 reviews)
"We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)"
Reviewed on 10 May 2024
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.
Frequently asked questions
Popular places to visit
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.
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.
Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Things to do
Spirit of Chicago Signature Dinner Cruise on Lake Michigan
฿5,775
Per adult
Chicago Pizza Tour
฿2,643
Per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.