Hotels in Woodlawn, 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, (63 reviews)
"Parking"
United States
Sydney
The price is RM230
RM286 total
includes taxes & fees
29 Apr - 30 Apr
Best Motel By OYO Chicago I-90

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,502 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is RM964
RM1,286 total
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago

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, (2,464 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 RM878
RM1,166 total
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,729 reviews)
"We love staying here "
United States
Carrie
The price is RM787
RM1,051 total
includes taxes & fees
8 May - 9 May
Hilton Chicago

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, (2,116 reviews)
"lovely hotel "
United States
alyvia
The price is RM793
RM1,083 total
includes taxes & fees
8 May - 9 May
Fairmont Chicago at Millennium Park

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, (1,001 reviews)
"Great staying with my family definitely coming back!!"
United States
Maria
The price is RM802
RM954 total
includes taxes & fees
8 May - 9 May
Residence Inn Chicago Downtown/Loop

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, (1,916 reviews)
"Overall a great stay."
United States
Joshua
The price is RM866
RM1,132 total
includes taxes & fees
9 May - 10 May
Radisson Blu Aqua Hotel Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,266 reviews)
"Excellent stay."
United States
Fenton
The price is RM851
RM1,150 total
includes taxes & fees
8 May - 9 May
Swissotel - Chicago

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 12.2 km from Woodlawn
9.4 out of 10, Exceptional, (1,137 reviews)
"Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back. "
United States
Pablo Ibarra
The price is RM935
RM1,275 total
includes taxes & fees
10 May - 11 May
Pendry Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,081 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is RM454
RM533 total
includes taxes & fees
29 Apr - 30 Apr
River Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,171 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is RM510
RM599 total
includes taxes & fees
19 Apr - 20 Apr
Aloft Chicago Mag Mile

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, (3,914 reviews)
"Loved the stay here !"
United States
Alisha
The price is RM571
RM671 total
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,643 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is RM956
RM1,254 total
includes taxes & fees
7 May - 8 May
LondonHouse Chicago, Curio Collection by Hilton

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, (2,393 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is RM661
RM885 total
includes taxes & fees
10 May - 11 May
Palmer House a Hilton Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (3,837 reviews)
"Great hotel "
United States
Marina
The price is RM494
RM691 total
includes taxes & fees
26 Apr - 27 Apr
Hotel Riu Plaza Chicago

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
12.4 km from Woodlawn
9.4 out of 10, Exceptional, (1,003 reviews)
"Clean room and great staff"
United States
Lon
The price is RM744
RM873 total
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn Chicago West Loop Fulton Market Area

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (4,286 reviews)
"Loved it, would stay here everytime"
United States
KARELY
The price is RM565
RM663 total
includes taxes & fees
30 Apr - 1 May
citizenM Chicago Downtown

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 11.1 km from Woodlawn
9.6 out of 10, Exceptional, (1,228 reviews)
"It is a great hotel in a very nice location"
United States
Emmanuel
The price is RM553
RM649 total
includes taxes & fees
26 Apr - 27 Apr
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
13.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,400 reviews)
"Fantastic location and a luxury hotel for a fair price."
United States
Cornelius
The price is RM855
RM1,121 total
includes taxes & fees
19 Apr - 20 Apr
Sofitel Chicago Magnificent Mile

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, (2,189 reviews)
"Great stay!"
United States
Hannah
The price is RM433
RM509 total
includes taxes & fees
16 Apr - 17 Apr
Club Quarters Hotel Wacker at Michigan, 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.

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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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.

The Loop

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

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 51 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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