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Find hotels in Woodlawn, Chicago from ￥12,984

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Oct 23 - Oct 24
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Oct 24 - Oct 26
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Oct 31 - Nov 2

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Discover 4,413 Woodlawn hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Hallway
Best Motel By OYO Chicago I-90
Best Motel By OYO Chicago I-90
2.0 star property
3.4 out of 10, (47)
"Easy, safe parking "
United States
Ramon
The price is ￥10,026
￥12,984 total
includes taxes & fees
Nov 2 - Nov 3
Best Motel By OYO Chicago I-90
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3078)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is ￥16,406
￥19,259 total
includes taxes & fees
Nov 23 - Nov 24
Eurostars Magnificent Mile
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4736)
"Staff friendly and helpful..and accommodations just right..great location! "
United States
Adrienne
The price is ￥19,293
￥22,648 total
includes taxes & fees
Oct 30 - Oct 31
River Hotel
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2101)
"Great stay "
United States
Melinda
The price is ￥18,108
￥21,255 total
includes taxes & fees
Nov 23 - Nov 24
DoubleTree by Hilton Chicago - Magnificent Mile
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (3986)
"Great place to stay. "
United States
sherry
The price is ￥18,593
￥21,826 total
includes taxes & fees
Oct 30 - Oct 31
citizenM Chicago Downtown
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2212)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is ￥19,323
￥27,856 total
includes taxes & fees
Nov 23 - Nov 24
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2864)
"Had a great stay!"
United States
Josh
The price is ￥16,406
￥19,259 total
includes taxes & fees
Nov 23 - Nov 24
Aloft Chicago Mag Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3134)
"Our stay was great"
United States
Bruce E
The price is ￥17,280
￥20,285 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Chicago/Magnificent Mile Suites
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very Good, (9555)
"Area is great and walkable distance to touring areas. "
United States
Alejandro
The price is ￥17,330
￥20,343 total
includes taxes & fees
Nov 9 - Nov 10
Congress Plaza Hotel
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very Good, (2510)
"Very accessible location and amazing staff. "
United States
Fatima
The price is ￥10,099
￥14,530 total
includes taxes & fees
Nov 10 - Nov 11
Freehand Chicago
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (2261)
"We loved this hotel it was beautiful and convenient . "
United States
Daniel
The price is ￥27,939
￥37,256 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very Good, (4096)
"This hotel had a great location to shopping and several enjoyable restaurants."
United States
laura
The price is ￥17,561
￥20,614 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very Good, (284)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is ￥11,560
￥13,570 total
includes taxes & fees
Nov 10 - Nov 11
FOUND Hotel Chicago River North
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2639)
"Great place to stay "
United States
Larry William
The price is ￥17,591
￥24,931 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago
Rooftop terrace
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1002)
"Great stay"
Australia
Bart
The price is ￥15,366
￥18,036 total
includes taxes & fees
Nov 9 - Nov 10
Best Western River North Hotel
American cuisine
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1620)
"Great Hotel"
United States
Cesar
The price is ￥16,102
￥18,902 total
includes taxes & fees
Nov 23 - Nov 24
Crowne Plaza Chicago West Loop by IHG
Rooftop terrace
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2204)
"It was an amazing stay!"
United States
Kristy S
The price is ￥18,787
￥22,055 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Centric The Loop Chicago
2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
9.4 out of 10, Exceptional, (3351)
"Great location and hotel."
United States
Travis
The price is ￥27,648
￥36,915 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3343)
"Great staff, great rooms"
United States
Jerome Lawrence
The price is ￥25,566
￥30,013 total
includes taxes & fees
Nov 16 - Nov 17
LondonHouse Chicago, Curio Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4.0 star property
8.4 out of 10, Very Good, (2917)
"Nice hotel close to everything Enjoyed our stay"
United States
Barbara
The price is ￥13,368
￥20,151 total
includes taxes & fees
Nov 23 - Nov 24
Warwick Allerton - Chicago
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.
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Where to stay in Woodlawn

Find the best Woodlawn areas and neighborhoods for the activities you enjoy most.
Downtown Chicago showing a city

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile - River North

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop - Downtown which includes a river or creek

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.

River North showing railway items, street scenes and a city

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Chicago which includes modern architecture and a city

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Woodlawn Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"My room was spotless and comfortable. The only complaint I have is that breakfast was buffet only, not a menu, so you pay $35 even if you just want toast and some eggs. Also, they were too short-staffed to do in-room dining and were out of a lot of food items. The lake view rooms are super nice, and the view is great, but be aware that the street noise is very loud. The noise quieted down around 2:00 am and I was able to sleep just fine, though, and I would definitely stay again. Also - the bathrooms are very nice, but the bathtubs are just regular tubs, not “deep-soaking” tubs like they advertise. I stayed for a weekend and enjoyed my stay. It’s a very old hotel so you have to understand that even with renovations the building still has issues like the street noise, plumbing, and heating. The food at the on-site restaurant is excellent. "
Brett 2-night trip
Posted 10 hours ago
Congress Plaza Hotel

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Woodlawn?
Woodlawn is a neighborhood that travelers like for its beaches, restaurants, and gardens. Looking for sights you might find in a travel guide about Woodlawn? Consider a visit to Lake Michigan while you're in the neighborhood.
Where is the best place to stay in Woodlawn?
Based on Expedia customer reviews, Best Motel By OYO Chicago I-90 is the highest ranked property in Woodlawn. This property offers free valet parking and flat-screen TVs.
How many hotels will I be able to find in the Woodlawn area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 46 Woodlawn hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Woodlawn, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to view top deals in Woodlawn.
Where can I learn more about changing or cancelling my trip to Woodlawn?
To access more information about updating your trip to Woodlawn or cancelling it, go to https://www.expedia.com/service/.
What can I see and do in this Chicago neighborhood?
Spend some time exploring the great outdoors at Lake Michigan, Jackson Park, and Bob-O-Link Meadow. 63rd Street Beach and Lorado Taft's Midway Studios are also a couple of places to visit in the neighborhood. Oak Woods Cemetery, Stony Island Arts Bank, and Rockefeller Memorial Chapel are just a few of the places to visit in and around Woodlawn. While you're out sightseeing in Chicago, be sure to visit other sights like Oriental Institute Museum or Bond Chapel.
How can I get around Woodlawn and the greater Chicago area?
Ready to get out and explore the city? Cottage Grove Station is the closest metro station. To venture out of town, take a train from Chicago 63rd Street Station.