A wooden bridge over a calm river, surrounded by lush greenery and a distant building.

Hotels in Woodlawn, Chicago

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Check prices for these dates

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Woodlawn hotels

A room with large windows, a wooden floor, and a built-in air conditioning unit.

1. Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.5 star property
Woodlawn
3.4 out of 10, (156 reviews)
"A/c working, friendly staff, free parking but messy sheets and a baby mouse in the room"
United States
Saul
The price is RM336
RM394 total
includes taxes & fees
1 Nov - 2 Nov
Best Motel By OYO Chicago I-90
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

2. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (3,420 reviews)
"Friendly staff, great location"
Canada
Anna
The price is RM677
RM925 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A modern interior with a bar area, seating, and decorative wooden panels.

3. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 10.3 km from Woodlawn
8.2 out of 10, Very good, (2,743 reviews)
"Excellent stay at a reasonably priced hotel. Will stay again!"
United States
Shelby Ryann
The price is RM511
RM607 total
includes taxes & fees
9 Nov - 10 Nov
Best Western Grant Park Hotel
The Intercontinental hotel facade with a large American flag and a floral display.

4. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 12.7 km from Woodlawn
9.2 out of 10, Wonderful, (3,378 reviews)
"This was my second time staying and it was wonderful."
United States
Reginald
The price is RM866
RM1,173 total
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

5. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,503 reviews)
"Beautiful hotel in a great location!"
United States
Mercy
The price is RM972
RM1,302 total
includes taxes & fees
31 Oct - 1 Nov
Hyatt Regency Chicago
A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

6. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (2,187 reviews)
"Great place to stay at"
United States
Aran
The price is RM517
RM615 total
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Chicago Downtown South Loop
A modern kitchen with a large window, a dining area, and a view of the sea.

7. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (2,515 reviews)
"Kids loved the pool, location was great for access to museums, and the breakfast was better than I expected!"
United States
Corinn
The price is RM586
RM697 total
includes taxes & fees
10 Nov - 11 Nov
Homewood Suites by Hilton Chicago Downtown South Loop
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

8. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
The Loop, 11.1 km from Woodlawn
9.6 out of 10, Exceptional, (1,218 reviews)
"Great location!"
United States
Mario
The price is RM702
RM835 total
includes taxes & fees
4 Nov - 5 Nov
Hilton Vacation Club Hotel Blake Chicago
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

9. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 12.3 km from Woodlawn
9.6 out of 10, Exceptional, (5,038 reviews)
"A fantastic A+ location in a well kept, boutique type hotel."
United States
Jeffrey Thomas
The price is RM784
RM932 total
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
A modern hotel with a glass facade, multiple floors, and a visible entrance.

10. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
The Loop, 12 km from Woodlawn
8.8 out of 10, Excellent, (1,668 reviews)
"Great stay"
United States
Cordula
The price is RM796
RM947 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Chicago/Downtown - The Loop
A multi-story hotel with a prominent sign reading "Crowne Plaza."

11. 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, (2,734 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is RM656
RM780 total
includes taxes & fees
15 Nov - 16 Nov
Crowne Plaza Chicago West Loop by IHG
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

12. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 11.7 km from Woodlawn
8.6 out of 10, Excellent, (2,721 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is RM777
RM1,046 total
includes taxes & fees
31 Oct - 1 Nov
Palmer House a Hilton Hotel
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

13. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,871 reviews)
"Very nice hotel!"
United States
Keeven
The price is RM920
RM1,215 total
includes taxes & fees
15 Nov - 16 Nov
LondonHouse Chicago, Curio Collection by Hilton
An outdoor seating area with modern furniture and potted plants.

14. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
12.2 km from Woodlawn
8.6 out of 10, Excellent, (2,150 reviews)
"Loved the hotel!"
United States
Shannon
The price is RM966
RM1,275 total
includes taxes & fees
15 Nov - 16 Nov
Radisson Blu Aqua Hotel Chicago
A dining table set for six with a cityscape view through large windows.

15. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,559 reviews)
"Great stay"
United States
Hilary
The price is RM1,085
RM1,434 total
includes taxes & fees
16 Oct - 17 Oct
Swissotel - Chicago
A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

16. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
12.7 km from Woodlawn
9.0 out of 10, Wonderful, (1,308 reviews)
"Location was amazing. Loved the outdoor market in walking distance"
United States
Georgianna
The price is RM796
RM947 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt House Chicago/West Loop-Fulton Market
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

17. 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, (2,590 reviews)
"Nice stay for the weekend."
United States
Poua
The price is RM545
RM648 total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

18. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (5,527 reviews)
"Great place will be staying again"
United States
Kevin
The price is RM640
RM878 total
includes taxes & fees
11 Nov - 12 Nov
Hotel Riu Plaza Chicago
A cozy room with a sofa, a dining table, and a window with a view of buildings.

19. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
11.7 km from Woodlawn
9.2 out of 10, Wonderful, (342 reviews)
"Amazing place to stay would definitely come back. Felt very cozy and a home away from home 🏠"
United States
Roland
The price is RM989
RM1,161 total
includes taxes & fees
16 Oct - 17 Oct
LIVN - West Loop Chicago
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

20. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,326 reviews)
"nice chic clean place to stay near navy pier"
United States
Jonathan M
The price is RM591
RM702 total
includes taxes & fees
1 Nov - 2 Nov
Aloft by Marriott Chicago Mag Mile
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.
A cityscape with tall skyscrapers and a historic tower.

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.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

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

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A large, historic building with a central tower and multiple windows, located near a body of water.

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.

A river with a city skyline in the background, surrounded by green trees and grass.

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

8/10 Good
"Room was good … but there was really bad sewer smell in bathroom"
Gurpreet 3-night trip
Posted 13 hours ago
The Royal Sonesta Chicago Downtown

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 50 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. Obama Presidential Center 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?
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.

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