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Our top choices for Woodlawn hotels

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 ¥11,929
¥14,632 total
includes taxes & fees
Mar 6 - Mar 7
Best Motel By OYO Chicago I-90

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, (2,260 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is ¥20,464
¥24,022 total
includes taxes & fees
Mar 16 - Mar 17
Homewood Suites by Hilton Chicago Downtown South Loop

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, (2,522 reviews)
"Always a good stay"
Canada
Domenic
The price is ¥14,942
¥17,539 total
includes taxes & fees
Mar 10 - Mar 11
Travelodge by Wyndham Downtown Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 13.6 km from Woodlawn
8.6 out of 10, Excellent, (2,002 reviews)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is ¥15,539
¥21,927 total
includes taxes & fees
Mar 22 - Mar 23
Millennium Knickerbocker Chicago

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, (1,006 reviews)
"Staff was very friendly. "
United States
Heidi
The price is ¥17,893
¥22,888 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn & Suites Chicago - Downtown by IHG

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, (2,692 reviews)
"Clean room and the staff are great. "
United States
Doug
The price is ¥14,942
¥17,541 total
includes taxes & fees
Mar 8 - Mar 9
Best Western Grant Park Hotel

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Theatre District, 11.7 km from Woodlawn
9.0 out of 10, Wonderful, (1,013 reviews)
"Staff was friendly, breakfast was delicious and location was great!"
United States
Chelsey
The price is ¥18,339
¥21,529 total
includes taxes & fees
Mar 8 - Mar 9
Hampton Inn Majestic Chicago Theatre District

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, (1,878 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is ¥18,534
¥21,755 total
includes taxes & fees
Mar 18 - Mar 19
Hilton Garden Inn Chicago Downtown South Loop

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, (1,531 reviews)
"great and affordable hotel"
United States
shiloh
The price is ¥17,454
¥20,489 total
includes taxes & fees
Mar 22 - Mar 23
Cambria Hotel Chicago Loop - Theatre District

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,128 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is ¥16,324
¥19,161 total
includes taxes & fees
Mar 8 - Mar 9
Aloft Chicago Mag Mile

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, (1,005 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is ¥16,253
¥21,845 total
includes taxes & fees
Mar 8 - Mar 9
Le Méridien Essex Chicago

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, (2,816 reviews)
"Great stay "
United States
Rudy
The price is ¥19,821
¥27,876 total
includes taxes & fees
Mar 19 - Mar 20
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (1,205 reviews)
"Very friendly staff great location clean and kid friendly would highly recommend "
United States
Clarice
The price is ¥19,934
¥23,399 total
includes taxes & fees
Mar 22 - Mar 23
Hyatt Place Chicago/Downtown - The Loop

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
The Loop, 11.9 km from Woodlawn
8.6 out of 10, Excellent, (2,720 reviews)
"Room was clean, staff were courteous and helpful, and breakfast was solid."
United States
Ian
The price is ¥15,508
¥20,969 total
includes taxes & fees
Mar 22 - Mar 23
La Quinta Inn & Suites by Wyndham Chicago Downtown

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
13.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,328 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is ¥30,552
¥40,472 total
includes taxes & fees
Mar 6 - Mar 7
Sofitel Chicago Magnificent Mile

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,662 reviews)
"Yes it was a great stay"
United States
Rita
The price is ¥20,464
¥28,630 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Chicago

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, (1,398 reviews)
"Great hotel,, like so much"
United States
Ilham
The price is ¥15,316
¥17,980 total
includes taxes & fees
Mar 8 - Mar 9
Hampton Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 11.6 km from Woodlawn
9.2 out of 10, Wonderful, (1,293 reviews)
"Bed was so comfortable, location was convenient. "
United States
Lisa
The price is ¥19,494
¥22,884 total
includes taxes & fees
Mar 8 - Mar 9
Hilton Garden Inn Chicago Central Loop

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 10.8 km from Woodlawn
9.0 out of 10, Wonderful, (1,002 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is ¥21,915
¥30,333 total
includes taxes & fees
Mar 8 - Mar 9
The Blackstone, Autograph Collection

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, (1,234 reviews)
"Polite staff and very clean room and hotel. "
United States
Shanise
The price is ¥17,266
¥20,268 total
includes taxes & fees
Mar 15 - Mar 16
Fairfield Inn & Suites Chicago Downtown/River North
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.

Where to stay in Woodlawn

Find the best Woodlawn areas and neighborhoods for the activities you enjoy most.

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

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

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

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.

O'Hare

Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.

Top Woodlawn Hotel Reviews

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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