Woodlawn Hotels, Chicago

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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
3.8 out of 10, (61 reviews)
"Parking"
United States
Sydney
The price is NZ$120
includes taxes & fees
10 May - 11 May
Best Motel By OYO Chicago I-90

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, (2,369 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is NZ$403
includes taxes & fees
9 May - 10 May
Palmer House a Hilton Hotel

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, (2,449 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is NZ$506
includes taxes & fees
13 Apr - 14 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 13.1 km from Woodlawn
8.6 out of 10, Excellent, (539 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
The price is NZ$160
includes taxes & fees
14 Apr - 15 Apr
FOUND Hotel Chicago River North

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, (1,358 reviews)
"Very beautiful place to stay"
United States
angie
The price is NZ$229
includes taxes & fees
26 Apr - 27 Apr
The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,062 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is NZ$217
includes taxes & fees
27 Apr - 28 Apr
River Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 11.7 km from Woodlawn
9.2 out of 10, Wonderful, (2,234 reviews)
"Great stay!"
United States
Jessica
The price is NZ$298
includes taxes & fees
26 Apr - 27 Apr
Silversmith Hotel Chicago Downtown

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (10,068 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is NZ$232
includes taxes & fees
26 Apr - 27 Apr
Congress Plaza Hotel

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 13.3 km from Woodlawn
8.8 out of 10, Excellent, (2,146 reviews)
"Nice place to stay. "
United States
Akanksha
The price is NZ$259
includes taxes & fees
29 Apr - 30 Apr
The Godfrey Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
12.2 km from Woodlawn
8.6 out of 10, Excellent, (1,906 reviews)
"Overall a great stay."
United States
Joshua
The price is NZ$486
includes taxes & fees
9 May - 10 May
Radisson Blu Aqua Hotel Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 12.9 km from Woodlawn
8.0 out of 10, Very good, (2,855 reviews)
"Was nice! "
Canada
Emilie
The price is NZ$189
includes taxes & fees
12 Apr - 13 Apr
Freehand Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,718 reviews)
"We love staying here "
United States
Carrie
The price is NZ$451
includes taxes & fees
9 May - 10 May
Hilton Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,160 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is NZ$264
includes taxes & fees
12 Apr - 13 Apr
Aloft Chicago Mag Mile

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, (1,945 reviews)
"Hotel was really nice"
United States
LaCarr
The price is NZ$254
includes taxes & fees
30 Apr - 1 May
Hilton Garden Inn Chicago Downtown South Loop

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,487 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is NZ$552
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago

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, (2,164 reviews)
"Great stay!"
United States
Hannah
The price is NZ$249
includes taxes & fees
13 Apr - 14 Apr
Club Quarters Hotel Wacker at Michigan, Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 11.9 km from Woodlawn
9.4 out of 10, Exceptional, (1,040 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is NZ$318
includes taxes & fees
26 Apr - 27 Apr
Staypineapple, An Iconic Hotel, The Loop

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,365 reviews)
"I loved my stay"
United States
Janet
The price is NZ$456
includes taxes & fees
12 Apr - 13 Apr
The Royal Sonesta Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (4,264 reviews)
"Loved it, would stay here everytime"
United States
KARELY
The price is NZ$288
includes taxes & fees
30 Apr - 1 May
citizenM Chicago Downtown

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 12.1 km from Woodlawn
8.8 out of 10, Excellent, (2,107 reviews)
"lovely hotel "
United States
alyvia
The price is NZ$542
includes taxes & fees
11 Apr - 12 Apr
Fairmont Chicago at Millennium Park
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.

Our guide on where to stay in Woodlawn

Find the best Woodlawn areas 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

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Top Woodlawn Hotel Reviews

Frequently asked questions

What's it like in Woodlawn?
Woodlawn is a neighbourhood that travellers 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 neighbourhood.
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 are there in the Woodlawn area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 53 Woodlawn hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Woodlawn, will I receive a refund?
Yes, the majority of hotel room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Enter dates in and click on "Search", then filter by "fully refundable" to view the best deals available in Woodlawn.
What can I see and do in this Chicago neighbourhood?
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 neighbourhood. 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, make sure that you visit other sights such as 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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