Woodlawn, IL
Chicago
Popular places to visit
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 fascinating museums.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
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.
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.
Woodlawn Hotel Deals
Congress Plaza Hotel
The best (and perhaps the only good thing) that can be said about Congress Plaza Hotel is its excellent location at a bargain. There's no AC in rooms, water from the shower is luke warm, rooms have not been renovated since the Bears won a SB (perhaps even earlier). But boy - do you get an excellent ...
Reviewed on 2026/4/11
Hilton Chicago/Magnificent Mile Suites
Don’t book through Expedia, I had to leave my vacation early because I had to rush my travel companion to the ER as they were struggling to breathe. Great hotel, just don’t book through Expedia. You will have problems.
Reviewed on 2026/4/11
Embassy Suites by Hilton Chicago Downtown River North
We’re very happy with our stays And definitely recommend and comeback
Reviewed on 2026/4/11
Hotel Riu Plaza Chicago
Desayuno excelente, el staff amabilísimo, y la ubicación super. El único detalle fue que la calefacción del cuarto nunca la pudimos regular a nuestro gusto ( hubiéramos querido que fuera menos caliente)
Reviewed on 2026/4/11
Aloft Chicago Mag Mile
Clean room.
Reviewed on 2026/4/10
The Wade
Had to change rooms because the floor in the bathroom has sticky stuff all over it, plus hair in the shower. The elevator sounds like a rocket ship, so no matter what room you have, you can hear it going up or down. Other than that, it has great views!
Reviewed on 2026/4/11
Other neighborhoods around Woodlawn
Hyde Park
Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Robie House.
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.
South Loop
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.
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).
The Loop
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.
Near West Side
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 Polk Station (Pink Line) or Racine Station to get around town.
