
Hotels in Woodlawn, Chicago
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Our top choices for Woodlawn hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 12.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,394 reviews)
The price is CA $196
CA $277 total
includes taxes & fees
Mar 24 - Mar 25

Swissotel - Chicago
Swissotel - Chicago12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,216 reviews)
The price is CA $166
CA $243 total
includes taxes & fees
Mar 30 - Mar 31

Hilton Chicago
Hilton ChicagoThe Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,675 reviews)
The price is CA $179
CA $250 total
includes taxes & fees
Apr 1 - Apr 2

Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (9,922 reviews)
The price is CA $132
CA $155 total
includes taxes & fees
Apr 1 - Apr 2

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (3,527 reviews)
The price is CA $180
CA $250 total
includes taxes & fees
Mar 30 - Mar 31

Le Méridien Essex Chicago
Le Méridien Essex ChicagoThe Loop, 10.6 km from Woodlawn
8.8 out of 10, Excellent, (1,003 reviews)
The price is CA $107
CA $150 total
includes taxes & fees
Apr 5 - Apr 6

Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 11.9 km from Woodlawn
9.4 out of 10, Exceptional, (1,017 reviews)
The price is CA $181
CA $253 total
includes taxes & fees
Mar 29 - Mar 30

Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (1,902 reviews)
The price is CA $162
CA $190 total
includes taxes & fees
Apr 13 - Apr 14

Pendry Chicago
Pendry ChicagoTheatre District, 12.2 km from Woodlawn
9.4 out of 10, Exceptional, (1,129 reviews)
The price is CA $259
CA $360 total
includes taxes & fees
Apr 12 - Apr 13

L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 12.3 km from Woodlawn
9.6 out of 10, Exceptional, (3,765 reviews)
The price is CA $209
CA $245 total
includes taxes & fees
Mar 17 - Mar 18

Arlo Chicago
Arlo ChicagoTheatre District, 12.1 km from Woodlawn
9.4 out of 10, Exceptional, (2,014 reviews)
The price is CA $195
CA $270 total
includes taxes & fees
Mar 29 - Mar 30

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 13.6 km from Woodlawn
9.0 out of 10, Wonderful, (3,909 reviews)
The price is CA $142
CA $166 total
includes taxes & fees
Mar 23 - Mar 24

Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoTheatre District, 12.2 km from Woodlawn
9.2 out of 10, Wonderful, (1,407 reviews)
The price is CA $214
CA $290 total
includes taxes & fees
Mar 25 - Mar 26

Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 11.7 km from Woodlawn
9.2 out of 10, Wonderful, (2,235 reviews)
The price is CA $156
CA $225 total
includes taxes & fees
Apr 5 - Apr 6

Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 13.1 km from Woodlawn
9.0 out of 10, Wonderful, (3,305 reviews)
The price is CA $194
CA $227 total
includes taxes & fees
Mar 25 - Mar 26

Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 11.7 km from Woodlawn
9.0 out of 10, Wonderful, (2,400 reviews)
The price is CA $192
CA $255 total
includes taxes & fees
Mar 20 - Mar 21

Ivy Boutique Hotel
Ivy Boutique HotelStreeterville, 12.9 km from Woodlawn
8.8 out of 10, Excellent, (1,158 reviews)
The price is CA $146
CA $171 total
includes taxes & fees
Mar 22 - Mar 23

Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.1 km from Woodlawn
8.6 out of 10, Excellent, (2,071 reviews)
The price is CA $231
CA $319 total
includes taxes & fees
Mar 29 - Mar 30
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.

Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
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