Photo by Tanesha Thompson
Woodlawn hotels in Chicago
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Our top choices for Woodlawn hotels
3.4 out of 10, (48)
"Clean room "
Pierre
The price is HK$435
HK$566 total
includes taxes & fees
13 Jan - 14 Jan 2026
8.0 out of 10, Very good, (2661)
"It's an excellent place."
Jose
The price is HK$378
HK$581 total
includes taxes & fees
4 Jan - 5 Jan 2026
8.8 out of 10, Excellent, (4860)
"Great location, comfortable room, and nice staff."
Claudia
The price is HK$635
HK$745 total
includes taxes & fees
7 Jan - 8 Jan 2026
8.0 out of 10, Very good, (9687)
"Wonderful stay!"
Zach
The price is HK$1,610
HK$1,890 total
includes taxes & fees
31 Dec - 1 Jan 2026
8.6 out of 10, Excellent, (2968)
"Great place to stay"
Elisha
The price is HK$669
HK$785 total
includes taxes & fees
22 Jan - 23 Jan 2026
9.4 out of 10, Exceptional, (3391)
"The Hotel was amazing great location "
Donnisha
The price is HK$1,120
HK$1,543 total
includes taxes & fees
20 Jan - 21 Jan 2026
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
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
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.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).
Top Woodlawn Hotel Reviews
The Whitehall Hotel, BW Premier Collection
10/10 Excellent
Frequently asked questions
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