Title: Visit Woodlawn: Best of Woodlawn, Chicago Travel 2025 | Expedia Tourism - Expedia.ca [Hotels in Woodlawn](https://expedia.ca/Woodlawn-Chicago-Hotels.0-n6132422-0.Travel-Guide-Filter-Hotels)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Woodlawn Car Rentals](https://expedia.ca/Car-Rentals-In-Woodlawn.d6132422.Car-Rental-Guide)[Woodlawn Vacations](https://expedia.ca/Woodlawn.d6132422.Destination-Travel-Guides) # Woodlawn ## Chicago ![Photo by Richard Remington](https://mediaim.expedia.com/destination/2/7d94e81b9801269da869c6a2279a6290.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Richard Remington](https://mediaim.expedia.com/destination/2/7d94e81b9801269da869c6a2279a6290.jpg) ![Photo by Richard Remington](https://mediaim.expedia.com/destination/2/fb9d7c4a673cf91d6bbe999efe617ad3.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Richard Remington](https://mediaim.expedia.com/destination/2/fb9d7c4a673cf91d6bbe999efe617ad3.jpg) ![Photo by Richard Remington](https://mediaim.expedia.com/destination/2/024b8ad4180d79c880c5da909a2fce98.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Richard Remington](https://mediaim.expedia.com/destination/2/024b8ad4180d79c880c5da909a2fce98.jpg) ![Photo by Richard Remington](https://mediaim.expedia.com/destination/2/ce5164484cacc659207bd924880ac7a8.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Richard Remington](https://mediaim.expedia.com/destination/2/ce5164484cacc659207bd924880ac7a8.jpg) ![Photo by Richard Remington](https://mediaim.expedia.com/destination/2/6c74171fbf36c5a8ef36ea90a3e9c6ce.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Richard Remington](https://mediaim.expedia.com/destination/2/6c74171fbf36c5a8ef36ea90a3e9c6ce.jpg) ## Visit Woodlawn Things to do Hotels Where to stay [Chicago travel guide](https://expedia.ca/Chicago.dx178248) * * * ### Popular places to visit ![Jackson Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26577-Museum-Of-Science-And-Industry.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Jackson Park 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 acclaimed art scene. [](https://expedia.ca/Jackson-Park-Woodlawn.d507388.Vacation-Attraction) ![63rd Street Beach](https://mediaim.expedia.com/destination/2/ddd8f1fba4a804290aaf73f2b9a81151.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/63rd-Street-Beach-Chicago.d553248635983993944.Vacation-Attraction) ![Wrigley Field featuring central business district, a city and a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Magnificent Mile - River North which includes signage, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ![McCormick Place](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/248000/248117-Mccormick-Place.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### McCormick Place 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. [](https://expedia.ca/McCormick-Place-Near-South-Side.d6069191.Vacation-Attraction) ### Things to do ![River tour boat in Chicago](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Architecture River Tour CA $67 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/1b6e1be3-a6ba-4b3d-8e57-4d0336c3fd23.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket CA $47 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/color-factory-chicago-ticket.a49191714.activity-details) ![Relax and enjoy the view](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Architecture Center River Cruise aboard First Lady CA $77 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-architecture-center-river-cruise-aboard-first-lady.a46106377.activity-details) [See all activities in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) * * * ## Woodlawn Hotel Deals ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue, Chicago, IL CA $187 CA $220 total Oct 26 - Oct 27 includes taxes & fees 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! (9,298 reviews) "Grea5" Reviewed on Sep 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=6132422) ![Freehand Chicago](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Freehand Chicago 19 East Ohio Street, Chicago, IL Fully refundableReserve now, pay when you stay CA $152 CA $204 total Oct 28 - Oct 29 includes taxes & fees Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ... 7.8/10 Good! (2,399 reviews) "Everything was great" Reviewed on Sep 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=9418281&PinnedHotelID=9418281&HadPinnedHotel=true®ionId=6132422) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St, Chicago, IL CA $259 CA $305 total Oct 5 - Oct 6 includes taxes & fees Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ... 8.4/10 Very Good! (4,975 reviews) "Would highly recommend this hotel. Very clean, great happy hour and awesome breakfast! Rooms are very comfortable and quiet" Reviewed on Sep 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=6132422) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl, Chicago, IL CA $224 CA $263 total Oct 20 - Oct 21 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 ... 8.8/10 Excellent! (2,962 reviews) "Hotel was very nice but the parking was ridiculous, $80 for valet parking per day. Luckily a staff member directed us to a parking garage right across the street for $45. There is a lot to see within walking distance. Some of the staff weren't very friendly." Reviewed on Sep 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=20%2F10%2F2025&endDate=21%2F10%2F2025&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=6132422) ![citizenM Chicago Downtown](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### citizenM Chicago Downtown 80 East Wacker Place, Chicago, IL CA $312 CA $366 total Oct 1 - Oct 2 includes taxes & fees 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! (3,859 reviews) "—" Reviewed on Sep 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F10%2F2025&endDate=02%2F10%2F2025&selected=82652306&PinnedHotelID=82652306&HadPinnedHotel=true®ionId=6132422) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 10 E Grand Ave, Chicago, IL CA $261 CA $306 total Oct 1 - Oct 2 includes taxes & fees Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ... 8.4/10 Very Good! (3,976 reviews) "It was a good stay!" Reviewed on Sep 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F10%2F2025&endDate=02%2F10%2F2025&selected=424187&PinnedHotelID=424187&HadPinnedHotel=true®ionId=6132422) [See all 4,395 properties in Woodlawn](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=6132422) 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. ## Check Woodlawn hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-28&endDate=2025-09-29) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-28&endDate=2025-09-29) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-28&endDate=2025-09-29) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-28&endDate=2025-09-29)[Sep 28 - Sep 29](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-28&endDate=2025-09-29) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-29&endDate=2025-09-30) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-29&endDate=2025-09-30) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-29&endDate=2025-09-30) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-29&endDate=2025-09-30)[Sep 29 - Sep 30](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=2025-09-29&endDate=2025-09-30) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025)[Oct 3 - Oct 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132422&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) * * * ### Other neighbourhoods around Woodlawn ![Chicago Museum of Science and Industry](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26587-Museum-Of-Science-And-Industry.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Hyde Park 4/5(4 area reviews) Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Robie House. [](https://expedia.ca/Chicago-Hyde-Park.dx117842) ![South Loop showing night scenes and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191954-South-Loop.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Near South Side Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field. [](https://expedia.ca/Chicago-Near-South-Side.dx6132399) ![South Loop which includes a high-rise building and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191949-South-Loop.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South Loop 4/5(31 area reviews) Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city. [](https://expedia.ca/Chicago-South-Loop.dx6130108) ![Default Image](https://mediaim.expedia.com/destination/9/3b07c39038495e1b2f26a6d593c71df1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Near West Side 4/5(29 area reviews) Live music, theaters, 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. [](https://expedia.ca/Chicago-Near-West-Side.dx6132434) ![Chicago which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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 the city at Washington Station or Monroe Station (Blue Line). [](https://expedia.ca/Chicago-Theatre-District.dx651190586167894016) ![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Loop 4.5/5(725 area reviews) Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago. [](https://expedia.ca/Chicago-The-Loop.dx800024) * * * * * * - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Woodlawn ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)