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Hotels in Woodlawn

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28 Nov - 29 Nov
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29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

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Top 10 Hotels in Woodlawn

Hallway
Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

2.0 star property
Woodlawn
3.4 out of 10, (48)
"Clean room "
United States
Pierre
The price is S$96
includes taxes & fees
28 Dec - 29 Dec
Best Motel By OYO Chicago I-90
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 12.8 km from Woodlawn
8.8 out of 10, Excellent, (2165)
"Great stay "
United States
Melinda
The price is S$148
includes taxes & fees
10 Dec - 11 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 13.1 km from Woodlawn
8.8 out of 10, Excellent, (3135)
"Location was great "
United States
Hamik
The price is S$156
includes taxes & fees
29 Dec - 30 Dec
Eurostars Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (4850)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is S$139
includes taxes & fees
7 Dec - 8 Dec
River Hotel
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, (2250)
"Room was spotless…staff was great!"
United States
Tamika
The price is S$177
includes taxes & fees
23 Dec - 24 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 13.6 km from Woodlawn
9.0 out of 10, Wonderful, (3399)
"Great stay!"
United States
Rose
The price is S$127
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Lobby
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (4092)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is S$163
includes taxes & fees
24 Dec - 25 Dec
citizenM Chicago Downtown
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (2943)
"Great location!!"
United States
sarah e
The price is S$137
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
The Loop, 10.7 km from Woodlawn
8.4 out of 10, Very good, (2323)
"Clean Rooms & very nice staff"
United States
Teresa
The price is S$199
includes taxes & fees
20 Dec - 21 Dec
Hilton Chicago
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 12.8 km from Woodlawn
8.4 out of 10, Very good, (4207)
"Great location. "
United States
Rodger
The price is S$119
includes taxes & fees
9 Dec - 10 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
River North, 13.1 km from Woodlawn
8.4 out of 10, Very good, (343)
"love this place definitely coming back !"
United States
Dayanara
The price is S$107
includes taxes & fees
21 Dec - 22 Dec
FOUND Hotel Chicago River North
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
River North, 12.9 km from Woodlawn
8.0 out of 10, Very good, (2611)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is S$145
includes taxes & fees
8 Dec - 9 Dec
Freehand Chicago
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (1717)
"The location was great!!"
United States
Yvette
The price is S$194
includes taxes & fees
21 Dec - 22 Dec
Crowne Plaza Chicago West Loop by IHG
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (9665)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is S$168
includes taxes & fees
22 Dec - 23 Dec
Congress Plaza 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, (2881)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is S$175
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 11.7 km from Woodlawn
9.2 out of 10, Wonderful, (2093)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
West Loop, 11.3 km from Woodlawn
8.4 out of 10, Very good, (1013)
"Really great location and warm and friendly staff"
United Kingdom
David
The price is S$154
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn & Suites Chicago - Downtown by IHG
Rooftop terrace
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 11.7 km from Woodlawn
9.0 out of 10, Wonderful, (2266)
"Clean room, friendly staff, convenient location. "
United States
Arthera
The price is S$188
includes taxes & fees
21 Dec - 22 Dec
Hyatt Centric The Loop Chicago
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 11.7 km from Woodlawn
8.4 out of 10, Very good, (2104)
"Great place to stay."
United States
Aaron
The price is S$198
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
Rooftop terrace
Best Western River North Hotel

Best Western River North Hotel

2.5 star property
River North, 13 km from Woodlawn
7.8 out of 10, Good, (1020)
"Staff was very friendly "
United States
david
The price is S$133
includes taxes & fees
14 Dec - 15 Dec
Best Western River North Hotel
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. Learn more about Woodlawn
Learn more about Woodlawn
Downtown Chicago which includes a city

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 - River North

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown featuring a river or creek

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.

Chicago which includes a city and modern architecture

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.

Top Woodlawn Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"all the above. from Bellman to check in to room service. amazing place and location. "
Tony 6-night trip
Posted 12 hours ago
The Royal Sonesta Chicago Downtown

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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.
Where is the best place to stay in Woodlawn?
Based on Expedia customer reviews, Best Motel By OYO Chicago I-90 is the highest ranked property in Woodlawn. This property offers free valet parking and flat-screen TVs.
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 46 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.