Hotels Near
Woodlawn

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Featured Woodlawn Hotels

Freehand Chicago
Freehand Chicago
4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 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. Popular ...
7.6/10 Good! (1,014 reviews)
"Pretty good, hadn't stayed in a hotel before. Not picky a customer, enjoyed my 1 night there. Reception staff were nice and easy to deal with. 7.5/10."

Reviewed on May 3, 2024

Freehand Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
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 ...
7.6/10 Good! (6,649 reviews)
"Amazing view and very nice room"

Reviewed on May 4, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,836 reviews)
"Great location at reasonable cost. Staff human but responsive. Valet parking worth it. River facing room is fun."

Reviewed on May 2, 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,887 reviews)
"LOVED our stay here. We arrived close to midnight the view from the room was perfect and the shower and layout were so romantic easy valet parking"

Reviewed on May 4, 2024

Eurostars Magnificent Mile
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3 out of 5
243 E. Ontario, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
8.4/10 Very Good! (2,192 reviews)
"Nice staff, tasty coffee in the morning in the lobby, most importantly, great location, it is near Navy Pier, Mag Mile and boat tour agencies. Room is uniquely designed and clean."

Reviewed on May 3, 2024

Aloft Chicago Mag Mile
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star boutique hotel in Chicago. Enjoy a 24-hour health club, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
7.8/10 Good! (1,005 reviews)
Windy City visit
"A nice hotel to use as a base to visit Chicago. The location was great for what we wanted to see and do. The rooms were small but adequate. Nothing fancy."

Reviewed on May 2, 2024

Hotel Felix River North/Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.4/10 Very Good! (3,037 reviews)
"Different attractions are within walking distance."

Reviewed on May 3, 2024

Club Quarters Hotel, Central Loop, Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Book a stay at this historic hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the pool in our ...
8.6/10 Excellent! (1,565 reviews)
"The pool area is something out of a movie. The staff couldn't be more accommodating. Pricey, but you knew that already!"

Reviewed on May 4, 2024

InterContinental Chicago Magnificent Mile, an IHG Hotel
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
7.6/10 Good! (2,544 reviews)
"Our stay at your hotel was very comfortable! Thanks 😍"

Reviewed on May 1, 2024

Warwick Allerton - Chicago
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the breakfast and the ...
8/10 Very Good! (1,192 reviews)
"The famous lobby is awesome"

Reviewed on May 1, 2024

Palmer House a Hilton Hotel
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
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! (1,315 reviews)
"Loved staying at this hotel. Cute and trendy, clean and comfy, and friendly, helpful stay. Excellent location too."

Reviewed on May 3, 2024

citizenM Chicago Downtown
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
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 pool ...
8.6/10 Excellent! (1,449 reviews)
"Large, clean rooms."

Reviewed on May 4, 2024

Hilton Chicago/Magnificent Mile Suites
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.

Hotels in Woodlawn

Chicago is a city that has a lot going on, but you have your sights set on Woodlawn. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Woodlawn has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Woodlawn hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Chicago so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Woodlawn underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Woodlawn city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Woodlawn cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Woodlawn at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $98
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Woodlawn hotel you want, book it, and never look back. Because your great escape is ahead of you.