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Mar 10 - Mar 11
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Mar 11 - Mar 12
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Mar 13 - Mar 15
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Mar 20 - Mar 22

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Our top choices for Woodlawn hotels

Lobby

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.6 out of 10, (55 reviews)
"Room"
United States
Nyi
The price is ￥10,359
￥12,791 total
includes taxes & fees
Apr 9 - Apr 10
Best Motel By OYO Chicago I-90
Suite, 1 Bedroom, Corner | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (2,274 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is ￥21,269
￥24,967 total
includes taxes & fees
Mar 25 - Mar 26
Homewood Suites by Hilton Chicago Downtown South Loop
Lobby lounge

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 10.6 km from Woodlawn
8.8 out of 10, Excellent, (1,012 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is ￥14,546
￥19,856 total
includes taxes & fees
Apr 1 - Apr 2
Le Méridien Essex Chicago
Interior entrance

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 13.6 km from Woodlawn
8.6 out of 10, Excellent, (1,992 reviews)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is ￥17,049
￥23,722 total
includes taxes & fees
Mar 29 - Mar 30
Millennium Knickerbocker Chicago
LCD TV

Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
3.0 star property
River North, 12.8 km from Woodlawn
9.2 out of 10, Wonderful, (1,241 reviews)
"Polite staff and very clean room and hotel. "
United States
Shanise
The price is ￥17,398
￥20,425 total
includes taxes & fees
Mar 15 - Mar 16
Fairfield Inn & Suites Chicago Downtown/River North
Property amenity

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 12.1 km from Woodlawn
8.8 out of 10, Excellent, (1,525 reviews)
"great and affordable hotel"
United States
shiloh
The price is ￥17,554
￥20,607 total
includes taxes & fees
Mar 22 - Mar 23
Cambria Hotel Chicago Loop - Theatre District
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 12.7 km from Woodlawn
8.2 out of 10, Very Good, (2,828 reviews)
"Great stay "
United States
Rudy
The price is ￥20,080
￥28,205 total
includes taxes & fees
Apr 6 - Apr 7
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
The Loop, 12 km from Woodlawn
8.8 out of 10, Excellent, (1,204 reviews)
"Very friendly staff great location clean and kid friendly would highly recommend "
United States
Clarice
The price is ￥20,048
￥23,534 total
includes taxes & fees
Mar 22 - Mar 23
Hyatt Place Chicago/Downtown - The Loop
Lunch, dinner and brunch served

Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North
3.0 star property
River North, 13.3 km from Woodlawn
8.4 out of 10, Very Good, (2,106 reviews)
"Staff was fairly courteous .Kitchen and included breakfast are great perks."
United States
Rafael
The price is ￥19,993
￥23,469 total
includes taxes & fees
Mar 22 - Mar 23
Home2 Suites by Hilton Chicago River North
Exterior

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 13.1 km from Woodlawn
8.0 out of 10, Very Good, (1,405 reviews)
"Great hotel,, like so much"
United States
Ilham
The price is ￥19,287
￥22,641 total
includes taxes & fees
Mar 17 - Mar 18
Hampton Inn Chicago Downtown/Magnificent Mile
Lobby

Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Theatre District, 11.8 km from Woodlawn
9.4 out of 10, Exceptional, (1,000 reviews)
"Hotel was clean, staff was friendly, great location! "
United States
Yaricel
The price is ￥23,995
￥28,169 total
includes taxes & fees
Mar 20 - Mar 21
Residence Inn Chicago Downtown/Loop
Lobby sitting area

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
River North, 12.8 km from Woodlawn
8.8 out of 10, Excellent, (1,136 reviews)
"The stay was perfect!!!"
United States
Ingrid L Perez
The price is ￥17,504
￥20,549 total
includes taxes & fees
Mar 19 - Mar 20
Homewood Suites by Hilton Chicago-Downtown
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
West Loop, 11.3 km from Woodlawn
8.6 out of 10, Excellent, (1,002 reviews)
"Staff was very friendly. "
United States
Heidi
The price is ￥19,733
￥25,058 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn & Suites Chicago - Downtown by IHG
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,150 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is ￥17,049
￥20,012 total
includes taxes & fees
Mar 22 - Mar 23
Aloft Chicago Mag Mile
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (1,898 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is ￥18,754
￥22,016 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Garden Inn Chicago Downtown South Loop
Restaurant

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 10.3 km from Woodlawn
8.2 out of 10, Very Good, (2,702 reviews)
"Clean room and the staff are great. "
United States
Doug
The price is ￥15,786
￥18,531 total
includes taxes & fees
Mar 17 - Mar 18
Best Western Grant Park Hotel
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 10.9 km from Woodlawn
7.4 out of 10, Good, (2,520 reviews)
"Always a good stay"
Canada
Domenic
The price is ￥16,291
￥19,123 total
includes taxes & fees
Mar 12 - Mar 13
Travelodge by Wyndham Downtown Chicago
Traditional Room, 2 Queen Beds | Property entrance

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
River North, 12.9 km from Woodlawn
9.4 out of 10, Exceptional, (1,231 reviews)
"Great stay! "
United States
Megan
The price is ￥19,890
￥23,350 total
includes taxes & fees
Mar 22 - Mar 23
Aloft Chicago Downtown River North
Exterior

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
River North, 12.7 km from Woodlawn
9.4 out of 10, Exceptional, (1,093 reviews)
"Great hotel, good food and great service ! "
United States
Fernando
The price is ￥19,456
￥22,837 total
includes taxes & fees
Mar 22 - Mar 23
Springhill Suites by Marriott Chicago Downtown/ River North
Lobby

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
River North, 12.8 km from Woodlawn
9.2 out of 10, Wonderful, (1,449 reviews)
"Cozy, calm hotel with friendly staff!"
United States
Irma Ximena
The price is ￥18,122
￥21,273 total
includes taxes & fees
Mar 22 - Mar 23
Hampton Inn & Suites Chicago Downtown
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.

Water Tower Place

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.

USA, Illinois, Chicago, Lincoln Park lagoon

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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Clean, amazing terrace, bad and breakfast. "
Gus 1-night trip
Posted 1 hour ago
Hotel Riu Plaza Chicago

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 49 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?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Cottage Grove Station and King Drive Station. To venture out of town, take a train from Chicago 63rd Street Station.

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