Hotels in Woodlawn

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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, (60 reviews)
"Parking"
United States
Sydney
The price is S$90
includes taxes & fees
3 May - 4 May
Best Motel By OYO Chicago I-90

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, (2,434 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 S$314
includes taxes & fees
5 Apr - 6 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,473 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is S$349
includes taxes & fees
5 Apr - 6 Apr
Hyatt Regency Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (3,712 reviews)
"Great hotel "
United States
Marina
The price is S$231
includes taxes & fees
28 Apr - 29 Apr
Hotel Riu Plaza Chicago

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 12.2 km from Woodlawn
9.2 out of 10, Wonderful, (1,125 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 S$430
includes taxes & fees
12 Apr - 13 Apr
Pendry Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,715 reviews)
"We love staying here "
United States
Carrie
The price is S$353
includes taxes & fees
10 Apr - 11 Apr
Hilton Chicago

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
13.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,365 reviews)
"Fantastic location and a luxury hotel for a fair price."
United States
Cornelius
The price is S$307
includes taxes & fees
5 Apr - 6 Apr
Sofitel Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 12.7 km from Woodlawn
9.2 out of 10, Wonderful, (2,929 reviews)
"I love this hotel, the staff is always amazing and warm, and its perfect for a quick staycation with the family"
United States
Kinjal
The price is S$314
includes taxes & fees
6 Apr - 7 Apr
InterContinental Chicago Magnificent Mile by IHG

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, (2,097 reviews)
"lovely hotel "
United States
alyvia
The price is S$346
includes taxes & fees
5 Apr - 6 Apr
Fairmont Chicago at Millennium Park

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,233 reviews)
"Excellent stay."
United States
Fenton
The price is S$343
includes taxes & fees
6 Apr - 7 Apr
Swissotel - 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, (3,156 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is S$180
includes taxes & fees
6 Apr - 7 Apr
Aloft Chicago Mag Mile

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, (3,641 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is S$320
includes taxes & fees
5 Apr - 6 Apr
LondonHouse Chicago, Curio Collection by Hilton

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 S$280
includes taxes & fees
10 Apr - 11 Apr
Residence Inn Chicago Downtown/Loop

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, (3,851 reviews)
"Loved the stay here !"
United States
Alisha
The price is S$238
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,049 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is S$164
includes taxes & fees
5 Apr - 6 Apr
River Hotel

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, (2,345 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is S$322
includes taxes & fees
11 Apr - 12 Apr
Palmer House a Hilton Hotel

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, (1,891 reviews)
"Overall a great stay."
United States
Joshua
The price is S$319
includes taxes & fees
6 Apr - 7 Apr
Radisson Blu Aqua Hotel Chicago

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, (1,305 reviews)
"Everything was really nice!"
United States
Tristen
The price is S$234
includes taxes & fees
5 Apr - 6 Apr
Hilton Garden Inn Chicago Central Loop

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (10,007 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is S$163
includes taxes & fees
5 Apr - 6 Apr
Congress Plaza Hotel

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, (1,343 reviews)
"Very beautiful place to stay"
United States
angie
The price is S$206
includes taxes & fees
5 Apr - 6 Apr
The Chicago Hotel Collection Ambassador Gold Coast
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. Learn more about Woodlawn
Learn more about Woodlawn

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.

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 49 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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