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13 May - 14 May
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14 May - 15 May
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15 May - 17 May
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22 May - 24 May

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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
3.8 out of 10, (65 reviews)
"Parking was easy. Just a sign in"
United States
David
The price is 1.635.247 ₫
2.035.109 ₫ total
includes taxes & fees
26 May - 27 May
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, (2,505 reviews)
"Great place to stay "
United States
Mark
The price is 4.948.308 ₫
6.791.214 ₫ total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,519 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is 5.449.068 ₫
7.417.374 ₫ total
includes taxes & fees
26 May - 27 May
Hyatt Regency Chicago
55-inch LCD TV with cable channels, TV, pay films

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, (4,041 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is 6.495.197 ₫
7.722.141 ₫ total
includes taxes & fees
20 May - 21 May
L7 Chicago by LOTTE
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 12.4 km from Woodlawn
8.6 out of 10, Excellent, (1,619 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is 5.662.292 ₫
7.670.876 ₫ total
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,320 reviews)
"Wonderful location right on the river. Fitness area wonderful, staff helpful. Would stay again!"
United States
Saleem
The price is 5.420.171 ₫
7.371.701 ₫ total
includes taxes & fees
25 May - 26 May
Swissotel - Chicago
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,795 reviews)
"Large rooms, excellent view!"
United States
Liza
The price is 4.187.901 ₫
5.752.438 ₫ total
includes taxes & fees
25 May - 26 May
Hilton 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, (1,430 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is 3.669.286 ₫
4.362.265 ₫ total
includes taxes & fees
27 May - 28 May
The Chicago Hotel Collection Ambassador Gold Coast
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 13.6 km from Woodlawn
8.4 out of 10, Very good, (3,943 reviews)
"Excellent Hotel and friendly staff "
United States
James
The price is 3.349.483 ₫
3.982.199 ₫ total
includes taxes & fees
25 May - 26 May
The Whitehall Hotel, BW Premier Collection
Presidential Suite, 1 King Bed | Bathroom | Separate bathtub and shower, designer toiletries, hair dryer, bathrobes

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
13.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,460 reviews)
"Great hotel, clean and modern"
United States
Wyatt
The price is 5.662.292 ₫
7.514.511 ₫ total
includes taxes & fees
26 May - 27 May
Sofitel Chicago Magnificent Mile
Executive lounge

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, (2,150 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is 5.066.570 ₫
6.963.158 ₫ total
includes taxes & fees
26 May - 27 May
Fairmont Chicago at Millennium Park
Exterior

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, (3,711 reviews)
"Amazing hotel and staff!"
United States
erin
The price is 5.248.836 ₫
7.013.392 ₫ total
includes taxes & fees
26 May - 27 May
LondonHouse Chicago, Curio Collection by Hilton
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, (3,222 reviews)
"Nice place to stay"
United States
Jimmie
The price is 3.924.511 ₫
4.666.217 ₫ total
includes taxes & fees
27 May - 28 May
Aloft Chicago Mag Mile
Exterior

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, (2,867 reviews)
"It is a clean room and breakfast and the drinks and it was so nice in the inside the hotel"
United States
Sparkle
The price is 3.980.189 ₫
5.504.655 ₫ total
includes taxes & fees
25 May - 26 May
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (10,222 reviews)
"Great location, safe, clean and reasonable price. "
United States
Anthony
The price is 3.515.833 ₫
4.179.975 ₫ total
includes taxes & fees
27 May - 28 May
Congress Plaza Hotel
Indoor pool

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, (3,057 reviews)
"Overall decent hotel. Definitely kid friendly and a great location."
United States
Lashay
The price is 5.133.180 ₫
7.024.559 ₫ total
includes taxes & fees
26 May - 27 May
InterContinental Chicago Magnificent Mile by IHG
Indoor pool

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, (2,444 reviews)
"My favorite place to stay!"
United States
Teresa
The price is 4.582.986 ₫
6.231.770 ₫ total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (4,135 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is 3.924.248 ₫
5.415.826 ₫ total
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago
Room service – dining

The Wade

The Wade
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.4 out of 10, Very good, (1,828 reviews)
"We enjoy our stay."
United States
Nuria
The price is 4.448.756 ₫
5.289.127 ₫ total
includes taxes & fees
26 May - 27 May
The Wade
Lobby

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)
"The location is perfect, and the staff are excellent"
United States
George
The price is 6.238.788 ₫
7.417.293 ₫ total
includes taxes & fees
24 May - 25 May
Residence Inn Chicago Downtown/Loop
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 for the activities you enjoy most.

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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.

Panoramic view of Lincoln Park and the Chicago skyline.

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top Woodlawn Hotel Reviews

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Great neighborhood; safe lots of restaurants. Restaurant in the hotel is absolutely fabulous. The staff is efficient and quick and polite. The Room are large and the patios are absolutely wonderful being able to go on a balcony is very special in Chicago. Most hotels do not have a balcony."
Dori 4-night trip
Posted 1 hour ago
Crowne Plaza Chicago West Loop by IHG

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.
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 48 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. Lorado Taft's Midway Studios and Jackson Park Driving Range 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.