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-90Woodlawn
3.8 out of 10, (73 reviews)
"Other guests in hotel were extremely loud and were blasting music at 2-3am at night. Didn't get to sleep well in the hotel"
Kaitlin
The price is S$100
includes taxes & fees
29 Jun - 30 Jun
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, (2,512 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
Deborah
The price is S$395
includes taxes & fees
30 Jun - 1 Jul
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 10.9 km from Woodlawn
7.4 out of 10, Good, (2,611 reviews)
"Staff was friendly and helpful.. location was great"
Amber
The price is S$203
includes taxes & fees
28 Jun - 29 Jun
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,490 reviews)
"Staff was great."
Marianne
The price is S$455
includes taxes & fees
30 Jun - 1 Jul
Freehand Chicago
Freehand ChicagoRiver North, 12.9 km from Woodlawn
8.0 out of 10, Very good, (3,033 reviews)
"Great location nice room"
Nolan
The price is S$244
includes taxes & fees
29 Jun - 30 Jun
Warwick Allerton - Chicago
Warwick Allerton - ChicagoStreeterville, 13.2 km from Woodlawn
8.6 out of 10, Excellent, (3,033 reviews)
"Clean room, friendly staff, nearby lots of stores and restaurants. "
Nadiah
The price is S$265
includes taxes & fees
28 Jun - 29 Jun
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastGold Coast, 14.4 km from Woodlawn
8.2 out of 10, Very good, (1,520 reviews)
"A nice stay and lovely location. "
Robin
The price is S$237
includes taxes & fees
22 Jun - 23 Jun
Swissotel - Chicago
Swissotel - Chicago12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,357 reviews)
"Great location!"
Maria
The price is S$426
includes taxes & fees
14 Jun - 15 Jun
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (4,288 reviews)
"Great location & breakfast was amazing."
sierra
The price is S$323
includes taxes & fees
30 Jun - 1 Jul
Millennium Hotel Knickerbocker Chicago
Millennium Hotel Knickerbocker ChicagoStreeterville, 13.6 km from Woodlawn
8.6 out of 10, Excellent, (1,971 reviews)
"Loved everything including location and food options. Great hotel. "
Eileen
The price is S$237
includes taxes & fees
28 Jun - 29 Jun
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago RiverwalkStreeterville, 12.4 km from Woodlawn
8.6 out of 10, Excellent, (1,648 reviews)
"I LOVED my stay , i WILL be back."
Latonia
The price is S$440
includes taxes & fees
30 Jun - 1 Jul
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonThe Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,721 reviews)
"Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again."
Matson
The price is S$387
includes taxes & fees
21 Jun - 22 Jun
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (10,124 reviews)
"Excellent stay"
Jennifer
The price is S$198
includes taxes & fees
29 Jun - 30 Jun
River Hotel
River HotelThe Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,208 reviews)
"Location is great and staff is very nice and helpful"
Deborah
The price is S$360
includes taxes & fees
14 Jun - 15 Jun
Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileStreeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,261 reviews)
"Nice place to stay"
Jimmie
The price is S$253
includes taxes & fees
29 Jun - 30 Jun
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGMagnificent Mile, 12.7 km from Woodlawn
9.2 out of 10, Wonderful, (3,091 reviews)
"Excellent staff and location"
Sandra
The price is S$423
includes taxes & fees
30 Jun - 1 Jul
L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 12.3 km from Woodlawn
9.6 out of 10, Exceptional, (4,109 reviews)
"Clean hotel great restaurant "
ELIZABETH
The price is S$620
includes taxes & fees
17 Jun - 18 Jun
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 12.8 km from Woodlawn
8.8 out of 10, Excellent, (2,492 reviews)
"This is a beautiful hotel and the location was perfect."
Felisha
The price is S$321
includes taxes & fees
29 Jun - 30 Jun
Arlo Chicago
Arlo ChicagoTheatre District, 12.1 km from Woodlawn
9.4 out of 10, Exceptional, (2,115 reviews)
"Love our stay! Will def stay again!!"
Stephany
The price is S$371
includes taxes & fees
29 Jun - 30 Jun
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 11.7 km from Woodlawn
9.2 out of 10, Wonderful, (2,245 reviews)
"Close to many attractions and shopping and nice unique hotel"
Brittany
The price is S$282
includes taxes & fees
28 Jun - 29 Jun
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.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
