Woodlawn
Chicago
Visit Woodlawn
Stay near popular Woodlawn attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Chicago By Night River and Lake Cruise
CA $69
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% of travellers recommend
Woodlawn Hotel Deals
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $240 per night from Jul 9 to Jul 10
CA $240
CA $332 total
Jul 9 - Jul 10
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,861 reviews)
"Love the location."
Reviewed on Jul 6, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is CA $219 per night from Jul 8 to Jul 9
CA $219
CA $260 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very good! (1,697 reviews)
"It’s a lovely place to stay I love it"
Reviewed on Jul 6, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CA $172 per night from Jul 8 to Jul 9
CA $172
CA $205 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very good! (10,187 reviews)
"Excellent location across from the Buckingham fountain in Grant Park and one block from the Metra. Beautiful historic lobby greets you, hallways on the upper floors are dated with old carpet and wallpaper, however the room was very nicely updated with modern finishes. Loved the mixture of historic ..."
Reviewed on Jul 6, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is CA $240 per night from Jul 8 to Jul 9
CA $240
CA $274 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,786 reviews)
"Room was clean and comfortable-a welcome place to rest overnight when our flight home was cancelled."
Reviewed on Jul 6, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is CA $305 per night from Jul 19 to Jul 20
CA $305
CA $362 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,513 reviews)
"Upon arrival the bellman was right at our car door waiting to greet us and assist with our bags. The valet service at the hotel, even though we learned they are a third-party vendor and not actually connected to the Hilton, was polite and very helpful! They represented the Hilton very well! Our car ..."
Reviewed on Jul 6, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is CA $311 per night from Jul 19 to Jul 20
CA $311
CA $410 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,631 reviews)
"Staff was incredible!"
Reviewed on Jul 6, 2026
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.
Where to stay in Woodlawn
Find the best Woodlawn areas and neighborhoods for the activities you enjoy most.
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.
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
The Loop
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.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
