What's it like in Woodlawn?

Woodlawn is a neighborhood that travelers 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 neighborhood.

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 will I be able to find 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 accommodations to choose from.

If I need to cancel my hotel reservation in Woodlawn, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to view top deals in Woodlawn.

Where can I learn more about changing or cancelling my trip to Woodlawn?

To access more information about updating your trip to Woodlawn or cancelling it, go to https://www.expedia.com/service/ .

What can I see and do in this Chicago neighborhood?

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 neighborhood. 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, be sure to visit other sights like 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.

Top Woodlawn Hotels

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

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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

Woodlawn

Rifki

￥15,302 total

includes taxes & fees

Nov 22 - Nov 23

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

2. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 12.4 km from Woodlawn

Lorena

￥31,781 total

includes taxes & fees

Nov 23 - Nov 24

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

3. Hilton Vacation Club Hotel Blake Chicago

The Loop, 11.1 km from Woodlawn

Kanokkan

￥20,970 total

includes taxes & fees

Dec 9 - Dec 10

A dining table set for six with a cityscape view through large windows.

4. Swissotel - Chicago

12.2 km from Woodlawn

Oleg

￥29,983 total

includes taxes & fees

Nov 26 - Nov 27

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

5. Embassy Suites by Hilton Chicago Downtown River North

River North, 13 km from Woodlawn

Stacy

￥23,222 total

includes taxes & fees

Dec 7 - Dec 8

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

6. Hotel Riu Plaza Chicago

Streeterville, 13 km from Woodlawn

JESUS VERA

￥29,377 total

includes taxes & fees

Nov 23 - Nov 24

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

7. Courtyard by Marriott Chicago Magnificent Mile

Streeterville, 12.9 km from Woodlawn

Richard

￥20,754 total

includes taxes & fees

Dec 6 - Dec 7

A dining area with a table set for four, large windows offering a cityscape view at dusk.

8. The Royal Sonesta Chicago Downtown

The Loop, 12.4 km from Woodlawn

Frédéric

￥29,375 total

includes taxes & fees

Dec 8 - Dec 9

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

9. Hyatt Place Chicago/River North

River North, 12.8 km from Woodlawn

Pamela

￥23,740 total

includes taxes & fees

Nov 22 - Nov 23

A multi-story building with a prominent entrance featuring a large archway and a sign.

10. Hilton Chicago

The Loop, 10.7 km from Woodlawn

Jordan

￥24,990 total

includes taxes & fees

Nov 27 - Nov 28

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

11. Hyatt Regency Chicago

The Loop, 12.3 km from Woodlawn

Kristee

￥34,895 total

includes taxes & fees

Nov 22 - Nov 23

A modern building with a colorful facade and a red circular seating area.

12. citizenM Chicago Downtown

Theatre District, 12.3 km from Woodlawn

Kristopher Joel

￥21,856 total

includes taxes & fees

Nov 23 - Nov 24

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

13. Hotel 505 River North

River North, 12.8 km from Woodlawn

Miya

￥29,168 total

includes taxes & fees

Dec 9 - Dec 10

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

14. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 10.4 km from Woodlawn

Aran

￥18,026 total

includes taxes & fees

Dec 9 - Dec 10

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

15. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 12.8 km from Woodlawn

Jodi

￥18,257 total

includes taxes & fees

Dec 7 - Dec 8

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

16. River Hotel

The Loop, 12.4 km from Woodlawn

Shelby

￥21,666 total

includes taxes & fees

Dec 6 - Dec 7

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.

17. L7 CHICAGO by LOTTE HOTELS

Theatre District, 12.3 km from Woodlawn

Matthew

￥26,501 total

includes taxes & fees

Dec 9 - Dec 10

A modern rooftop lounge with white seating, a glass ceiling, and city views.

18. The Godfrey Hotel Chicago

River North, 13.3 km from Woodlawn

Tamiya

￥26,022 total

includes taxes & fees

Dec 7 - Dec 8

The Intercontinental hotel facade with a large American flag and a floral display.

19. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 12.7 km from Woodlawn

Faye

￥40,782 total

includes taxes & fees

Dec 6 - Dec 7

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

20. Hilton Chicago/Magnificent Mile Suites

Streeterville, 13.6 km from Woodlawn

Melissa

￥19,538 total

includes taxes & fees

Dec 7 - Dec 8

View all properties

Compare top hotels in Woodlawn

Best Motel By OYO Chicago I-90 2.5 star property Woodlawn View	LondonHouse Chicago, Curio Collection by Hilton 4.5 star property The Loop, 12.4 km from Woodlawn View	Hilton Vacation Club Hotel Blake Chicago 4.0 star property The Loop, 11.1 km from Woodlawn View	Swissotel - Chicago 4.5 star property 12.2 km from Woodlawn View	Embassy Suites by Hilton Chicago Downtown River North 4.0 star property River North, 13 km from Woodlawn View
3.4 161 reviews	9.4 Exceptional 3,896 reviews	9.6 Exceptional 1,221 reviews	9.0 Wonderful 3,577 reviews	8.6 Excellent 5,985 reviews
The price is ￥13,035 ￥15,302 total includes taxes & fees Nov 22 - Nov 23	The price is ￥22,766 ￥31,781 total includes taxes & fees Nov 23 - Nov 24	The price is ￥17,639 ￥20,970 total includes taxes & fees Dec 9 - Dec 10	The price is ￥20,523 ￥29,983 total includes taxes & fees Nov 26 - Nov 27	The price is ￥19,533 ￥23,222 total includes taxes & fees Dec 7 - Dec 8
No Breakfast included No Pool No Spa Yes, Pet friendly No WiFi included Yes, Parking	No Breakfast included No Pool Yes, Spa No Pet friendly Yes, WiFi included No Parking	No Breakfast included No Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool Yes, Spa Yes, Pet friendly No WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa Yes, Pet friendly No WiFi included Yes, Parking

Where to stay in Woodlawn

Find the best Woodlawn areas and neighborhoods 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.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

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Top Woodlawn Hotel Reviews

Hotel Saint Clair- Magnificent Mile

8/10 Good

"Our stay started off not the best but the staff went above and beyond to fix the mistakes. When we checked in the room was very tight and not the best kept. Expedia didnt give the best description of the room so it wasnt the fault of the hotel. The first night was awful though due to our ac being broken, the room was extremely hot and it was hard to sleep. We went down to complaint he next morning and the staff was extremely kind and helpful in getting us switched to a new room. The next room had the same issue, the ac was not working. so we got moved to another room. The next room we stayed in they had upgraded us due to the inconvenience. This room was much bigger and the ac finally worked! The staff being so kind and helpful made us want to stay again. The hotel is older so of course its not going to be perfect but i can handle the hotel not being perfect when the staff actually cares enough to try to make the stay as comfortable as possible. because of that i will be staying at this location again!"

Find hotels in Woodlawn, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Woodlawn hotels

1. Best Motel By OYO Chicago I-90

2. LondonHouse Chicago, Curio Collection by Hilton

3. Hilton Vacation Club Hotel Blake Chicago

4. Swissotel - Chicago

5. Embassy Suites by Hilton Chicago Downtown River North

6. Hotel Riu Plaza Chicago

7. Courtyard by Marriott Chicago Magnificent Mile

8. The Royal Sonesta Chicago Downtown

9. Hyatt Place Chicago/River North

10. Hilton Chicago

11. Hyatt Regency Chicago

12. citizenM Chicago Downtown

13. Hotel 505 River North

14. Hilton Garden Inn Chicago Downtown South Loop

15. DoubleTree by Hilton Chicago - Magnificent Mile

16. River Hotel

17. L7 CHICAGO by LOTTE HOTELS

18. The Godfrey Hotel Chicago

19. InterContinental Chicago Magnificent Mile by IHG

20. Hilton Chicago/Magnificent Mile Suites

Compare top hotels in Woodlawn

Best Motel By OYO Chicago I-90

LondonHouse Chicago, Curio Collection by Hilton

Hilton Vacation Club Hotel Blake Chicago

Swissotel - Chicago

Embassy Suites by Hilton Chicago Downtown River North

Where to stay in Woodlawn

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Woodlawn Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Frequently asked questions

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