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23 Oct - 24 Oct
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Top Trending Hotels Near Woodlawn, Chicago

Hallway
Best Motel By OYO Chicago I-90
Best Motel By OYO Chicago I-90
2.0 star property
3.4 out of 10, (47)
"Easy, safe parking "
United States
Ramon
The price is ₹4,924
₹6,484 total
includes taxes & fees
23 Nov - 24 Nov
Best Motel By OYO Chicago I-90
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3078)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is ₹9,497
₹11,148 total
includes taxes & fees
23 Nov - 24 Nov
Eurostars Magnificent Mile
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4736)
"Staff friendly and helpful..and accommodations just right..great location! "
United States
Adrienne
The price is ₹8,466
₹9,938 total
includes taxes & fees
23 Nov - 24 Nov
River Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2101)
"Great stay "
United States
Melinda
The price is ₹10,482
₹12,304 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (3986)
"Great place to stay. "
United States
sherry
The price is ₹10,762
₹12,634 total
includes taxes & fees
30 Oct - 31 Oct
citizenM Chicago Downtown
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2212)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is ₹11,185
₹16,124 total
includes taxes & fees
23 Nov - 24 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2864)
"Had a great stay!"
United States
Josh
The price is ₹9,497
₹11,148 total
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3134)
"Our stay was great"
United States
Bruce E
The price is ₹10,032
₹11,777 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9555)
"Area is great and walkable distance to touring areas. "
United States
Alejandro
The price is ₹10,031
₹11,775 total
includes taxes & fees
9 Nov - 10 Nov
Congress Plaza Hotel
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2510)
"Very accessible location and amazing staff. "
United States
Fatima
The price is ₹6,763
₹9,487 total
includes taxes & fees
12 Nov - 13 Nov
Freehand Chicago
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (2261)
"We loved this hotel it was beautiful and convenient . "
United States
Daniel
The price is ₹16,173
₹21,566 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4095)
"This hotel had a great location to shopping and several enjoyable restaurants."
United States
laura
The price is ₹10,137
₹11,900 total
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very good, (284)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is ₹7,067
₹8,296 total
includes taxes & fees
12 Nov - 13 Nov
FOUND Hotel Chicago River North
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2639)
"Great place to stay "
United States
Larry William
The price is ₹10,183
₹14,431 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago
Rooftop terrace
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1002)
"Great stay"
Australia
Bart
The price is ₹8,894
₹10,441 total
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
American cuisine
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1619)
"Great Hotel"
United States
Cesar
The price is ₹9,321
₹10,942 total
includes taxes & fees
23 Nov - 24 Nov
Crowne Plaza Chicago West Loop by IHG
Rooftop terrace
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2202)
"It was an amazing stay!"
United States
Kristy S
The price is ₹10,875
₹12,766 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric The Loop Chicago
2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
9.4 out of 10, Exceptional, (3408)
"Great location and hotel."
United States
Travis
The price is ₹16,004
₹21,368 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3343)
"Great staff, great rooms"
United States
Jerome Lawrence
The price is ₹14,874
₹17,460 total
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4.0 star property
8.4 out of 10, Very good, (2916)
"Nice hotel close to everything Enjoyed our stay"
United States
Barbara
The price is ₹8,442
₹12,490 total
includes taxes & fees
17 Nov - 18 Nov
Warwick Allerton - Chicago
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.
Downtown Chicago featuring 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 featuring 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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"We had 4 adults in the Family Suite plenty of room. Could use larger TV's. We requested more towels and coffee and were delivered promptly."
WILLIAM 3-night trip
Posted 1 day ago
Congress Plaza Hotel

Explore a world of travel with Expedia

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. 63rd Street Beach and Lorado Taft's Midway Studios 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?
Ready to get out and explore the city? Cottage Grove Station is the closest metro station. To venture out of town, take a train from Chicago 63rd Street Station.