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Check prices for these dates

Tonight
Mar 16 - Mar 17
Tomorrow
Mar 17 - Mar 18
This weekend
Mar 20 - Mar 22
Next weekend
Mar 27 - Mar 29

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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)
"Kindest staff in the whole city | cleanliness improving | the amenities and cleanliness do not justify the price, could definitely find better for cheaper in Chicago BUT they are improving. "
United States
Savon
The price is ￥12,139
￥14,890 total
includes taxes & fees
Mar 17 - Mar 18
Best Motel By OYO Chicago I-90
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 12.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,401 reviews)
"Great location, friendly staff. "
United States
Brian
The price is ￥23,091
￥32,545 total
includes taxes & fees
Mar 24 - Mar 25
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service - dining

The Wade

The Wade
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.4 out of 10, Very Good, (1,724 reviews)
"Walking distance to most of what we wanted to see. "
United States
Tabitha
The price is ￥20,605
￥24,188 total
includes taxes & fees
Mar 31 - Apr 1
The Wade
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,683 reviews)
"Amazing place to stay!"
United States
Nia
The price is ￥20,826
￥29,136 total
includes taxes & fees
Apr 1 - Apr 2
Hilton Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very Good, (9,944 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is ￥16,278
￥19,108 total
includes taxes & fees
Apr 1 - Apr 2
Congress Plaza Hotel
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,040 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is ￥15,379
￥18,055 total
includes taxes & fees
Mar 30 - Mar 31
River Hotel
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,228 reviews)
"Helpful staff, great location with views, restaurant and bar on-site"
United States
Natalie
The price is ￥19,428
￥28,434 total
includes taxes & fees
Mar 29 - Mar 30
Swissotel - Chicago
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 11.6 km from Woodlawn
8.6 out of 10, Excellent, (2,035 reviews)
"Staff was friendly and location was central to walk to many of the big sights "
United States
Jensen
The price is ￥15,564
￥18,270 total
includes taxes & fees
Mar 30 - Mar 31
Central Loop Hotel
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, (2,695 reviews)
"Perfect location!!"
United States
Kelly
The price is ￥15,206
￥17,850 total
includes taxes & fees
Mar 24 - Mar 25
Best Western Grant Park Hotel
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 12.1 km from Woodlawn
9.4 out of 10, Exceptional, (2,021 reviews)
"Nice little getaway, I really enjoyed the staff "
United States
Joshua
The price is ￥22,857
￥31,601 total
includes taxes & fees
Mar 24 - Mar 25
Arlo Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 14.4 km from Woodlawn
8.2 out of 10, Very Good, (1,313 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is ￥21,377
￥25,095 total
includes taxes & fees
Mar 17 - Mar 18
The Chicago Hotel Collection Ambassador Gold Coast
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, (1,909 reviews)
"Staff was friendly, valet parking is quick and the attached restaurant is very good."
United States
Codi
The price is ￥18,861
￥22,142 total
includes taxes & fees
Apr 13 - Apr 14
Hilton Garden Inn 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, (1,006 reviews)
"Clean rooms, lots to check out near by"
United States
Kassia
The price is ￥12,443
￥17,421 total
includes taxes & fees
Apr 5 - Apr 6
Le Méridien Essex Chicago
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 11.7 km from Woodlawn
8.6 out of 10, Excellent, (2,328 reviews)
"Good stay! Great staff! "
United States
Ruchi
The price is ￥21,480
￥29,208 total
includes taxes & fees
Apr 5 - Apr 6
Palmer House a Hilton Hotel
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 13.1 km from Woodlawn
8.4 out of 10, Very Good, (495 reviews)
"Lots of stuff close by , cool vibe inside and very nice staff"
United States
Abel
The price is ￥12,474
￥14,644 total
includes taxes & fees
Mar 22 - Mar 23
FOUND Hotel Chicago River North
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (2,121 reviews)
"Prefect location to walk to everything we wanted & the staff was great!"
United States
Michael
The price is ￥15,564
￥18,270 total
includes taxes & fees
Mar 30 - Mar 31
Club Quarters Hotel Wacker at Michigan, Chicago
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, (2,532 reviews)
"The staff were very friendly and attentive. Perfect location to go to and from the busy part of downtown Chicago. It was nice going back to quiet after the bustle :)"
United States
Ana
The price is ￥16,484
￥19,351 total
includes taxes & fees
Mar 18 - Mar 19
Travelodge by Wyndham Downtown Chicago
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 11.6 km from Woodlawn
8.8 out of 10, Excellent, (3,421 reviews)
"The staff was very helpful with the check in and the room was great. "
United States
George
The price is ￥15,379
￥18,055 total
includes taxes & fees
Mar 30 - Mar 31
Club Quarters Hotel, Central Loop, Chicago
55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 12.3 km from Woodlawn
9.6 out of 10, Exceptional, (3,775 reviews)
"Amazing hotel-- Loved staying here."
United States
Maureen
The price is ￥24,453
￥28,706 total
includes taxes & fees
Mar 31 - Apr 1
L7 Chicago by LOTTE
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, (3,145 reviews)
"Clean rooms friendly staff, great location "
United States
Roxana
The price is ￥17,251
￥20,249 total
includes taxes & fees
Mar 22 - Mar 23
Aloft Chicago Mag Mile
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

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Nice location "
Alicia 2-night trip
Posted 1 hour ago
Embassy Suites by Hilton Chicago Downtown River North

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 51 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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