Hotels in Woodlawn
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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, (2,377 reviews)
"Great stay"
Blake
The price is S$251
includes taxes & fees
24 Mar - 25 Mar
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,464 reviews)
"Clean room, great staff, great location "
Tiffany
The price is S$291
includes taxes & fees
29 Mar - 30 Mar
Hilton Chicago
Hilton ChicagoThe Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,655 reviews)
"Yes it was a great stay"
Rita
The price is S$243
includes taxes & fees
6 Mar - 7 Mar
Pendry Chicago
Pendry ChicagoTheatre District, 12.2 km from Woodlawn
9.4 out of 10, Exceptional, (1,136 reviews)
"Excellent hotel and location."
Marcelo
The price is S$334
includes taxes & fees
15 Mar - 16 Mar
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.1 km from Woodlawn
8.6 out of 10, Excellent, (2,070 reviews)
"Great place "
Kamilah
The price is S$295
includes taxes & fees
24 Mar - 25 Mar
Swissotel - Chicago
Swissotel - Chicago12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,197 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
Jon
The price is S$225
includes taxes & fees
29 Mar - 30 Mar
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopThe Loop, 11.6 km from Woodlawn
9.2 out of 10, Wonderful, (1,290 reviews)
"Bed was so comfortable, location was convenient. "
Lisa
The price is S$181
includes taxes & fees
22 Mar - 23 Mar
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (3,422 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
Brisa
The price is S$203
includes taxes & fees
4 Mar - 5 Mar
L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 12.3 km from Woodlawn
9.6 out of 10, Exceptional, (3,700 reviews)
"Great location and overall great hotel."
Fernando
The price is S$203
includes taxes & fees
17 Mar - 18 Mar
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 11.7 km from Woodlawn
9.0 out of 10, Wonderful, (2,385 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
Stephanie
The price is S$196
includes taxes & fees
6 Mar - 7 Mar
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonThe Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,595 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Osama
The price is S$327
includes taxes & fees
8 Mar - 9 Mar
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile13.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,314 reviews)
"Staff was friendly and helpful! Great stay!"
Kristin
The price is S$326
includes taxes & fees
1 Mar - 2 Mar
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 11.7 km from Woodlawn
8.6 out of 10, Excellent, (2,309 reviews)
"Excellent stay, we loved it "
Melani
The price is S$231
includes taxes & fees
7 Mar - 8 Mar
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,102 reviews)
"Great location and friendly staff. "
Pablo
The price is S$128
includes taxes & fees
2 Mar - 3 Mar
Arlo Chicago
Arlo ChicagoTheatre District, 12.1 km from Woodlawn
9.4 out of 10, Exceptional, (1,993 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
Jennifer
The price is S$210
includes taxes & fees
1 Mar - 2 Mar
The Blackstone, Autograph Collection
The Blackstone, Autograph CollectionThe Loop, 10.8 km from Woodlawn
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful place to stay, nice staff 🙏"
Yu Ching Dexter
The price is S$244
includes taxes & fees
1 Mar - 2 Mar
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, (1,869 reviews)
"Absolutely enjoyed my time here"
Quayshaun
The price is S$162
includes taxes & fees
1 Mar - 2 Mar
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 11.9 km from Woodlawn
9.4 out of 10, Exceptional, (1,014 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
Lori
The price is S$218
includes taxes & fees
18 Mar - 19 Mar
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (9,894 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
Jennifer
The price is S$256
includes taxes & fees
27 Mar - 28 Mar
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.2 km from Woodlawn
8.6 out of 10, Excellent, (1,861 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
Michael
The price is S$293
includes taxes & fees
29 Mar - 30 Mar
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.
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.
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.
Top Woodlawn Hotel Reviews
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
