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

Saul

￥15,205 total

includes taxes & fees

Nov 12 - Nov 13

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

James

￥31,683 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

tahira

￥30,108 total

includes taxes & fees

Nov 22 - Nov 23

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

4. Hotel Riu Plaza Chicago

Streeterville, 13 km from Woodlawn

JESUS VERA

￥28,487 total

includes taxes & fees

Nov 23 - Nov 24

A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.

5. Swissotel - Chicago

12.2 km from Woodlawn

Oleg

￥27,455 total

includes taxes & fees

Nov 26 - Nov 27

A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.

6. Hyatt Place Chicago/River North

River North, 12.8 km from Woodlawn

Pamela

￥22,352 total

includes taxes & fees

Nov 22 - Nov 23

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

7. Embassy Suites by Hilton Chicago Downtown River North

River North, 13 km from Woodlawn

Eliana

￥23,789 total

includes taxes & fees

Nov 23 - Nov 24

A cityscape with modern high-rise buildings, a river, and a boat.

8. Hyatt Regency Chicago

The Loop, 12.3 km from Woodlawn

Addison

￥38,506 total

includes taxes & fees

Nov 23 - Nov 24

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

Theatre District, 12.3 km from Woodlawn

Matthew

￥24,448 total

includes taxes & fees

Nov 22 - Nov 23

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

10. citizenM Chicago Downtown

Theatre District, 12.3 km from Woodlawn

Katarina

￥21,789 total

includes taxes & fees

Nov 23 - Nov 24

A cityscape with tall buildings, a river, and a bridge.

11. The Royal Sonesta Chicago Downtown

The Loop, 12.4 km from Woodlawn

Scott

￥29,287 total

includes taxes & fees

Nov 26 - Nov 27

A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

12. Fairmont Chicago at Millennium Park

The Loop, 12.1 km from Woodlawn

Ruby

￥43,018 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.

13. Courtyard by Marriott Chicago Magnificent Mile

Streeterville, 12.9 km from Woodlawn

Richard

￥21,526 total

includes taxes & fees

Nov 23 - Nov 24

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

14. Hotel 505 River North

River North, 12.8 km from Woodlawn

Miya

￥25,964 total

includes taxes & fees

Nov 22 - Nov 23

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.

15. Aloft by Marriott Chicago Mag Mile

Streeterville, 12.9 km from Woodlawn

Jena

￥20,565 total

includes taxes & fees

Nov 22 - Nov 23

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

16. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 10.4 km from Woodlawn

Aran

￥18,202 total

includes taxes & fees

Nov 23 - Nov 24

A room with two chairs and a small table, a large window with a city view at night.

17. Eurostars Magnificent Mile

River North, 13.1 km from Woodlawn

Gabriela

￥28,401 total

includes taxes & fees

Nov 22 - Nov 23

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

18. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 12.8 km from Woodlawn

Jodi

￥19,001 total

includes taxes & fees

Nov 23 - Nov 24

A grand lobby with a staircase, ornate chandeliers, and a clock on the wall.

19. Palmer House a Hilton Hotel

Theatre District, 11.7 km from Woodlawn

Christy

￥28,805 total

includes taxes & fees

Nov 24 - Nov 25

A modern hotel with a glass facade, multiple floors, and a visible entrance.

20. Hyatt Place Chicago/Downtown - The Loop

The Loop, 12 km from Woodlawn

Cordula

￥23,857 total

includes taxes & fees

Nov 22 - Nov 23

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	Hotel Riu Plaza Chicago 4.0 star property Streeterville, 13 km from Woodlawn View	Swissotel - Chicago 4.5 star property 12.2 km from Woodlawn View
3.4 157 reviews	9.4 Exceptional 3,867 reviews	9.6 Exceptional 1,211 reviews	9.4 Exceptional 5,607 reviews	9.0 Wonderful 3,564 reviews
The price is ￥12,953 ￥15,205 total includes taxes & fees Nov 12 - Nov 13	The price is ￥22,695 ￥31,683 total includes taxes & fees Nov 23 - Nov 24	The price is ￥25,326 ￥30,108 total includes taxes & fees Nov 22 - Nov 23	The price is ￥20,174 ￥28,487 total includes taxes & fees Nov 23 - Nov 24	The price is ￥18,413 ￥27,455 total includes taxes & fees Nov 26 - Nov 27
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	Yes, Breakfast included No Pool No Spa No Pet friendly Yes, WiFi included No Parking	No Breakfast included No Pool Yes, 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

Sports Illustrated Resorts Chicago

8/10 Good

"The hotel didn’t meet my expectations for the view, but it definitely had one of the best locations. The location was absolutely unbeatable, with easy walking access to Millennium Park, the Chicago Riverwalk, the Chicago Theatre, Art institute of Chicago and many other downtown attractions. It made exploring the city on foot incredibly convenient and enjoyable. The room was comfortable, and the overall atmosphere had a distinctive character. I especially appreciated being able to reach so many of Chicago’s highlights without having to rely on transportation. My only disappointment was the view, which fell short of what I had hoped for. However, the hotel’s prime location made up for much of that disappointment. Overall, it was a convenient and enjoyable place to stay for a few days in Chicago. I would recommend it to travelers who prioritize location and easy access to the city’s main attractions over a spectacular room view."

L7 Chicago by LOTTE

10/10 Excellent

"Have stayed at this hotel several times and always am very happy with staff and accommodations. It’s my favorite hotel in Chicago and I’ve stayed in many over the years. Maura (?) at front desk was helpful, professional and friendly. The cheerful concierge, Antonio, always is a pleasure and very helpful. Love the coffee in the lobby! Housekeeping does an exemplary job. Rooms here always are kept up, appearing newly furnished and extremely clean. I would prefer a larger fridge but rooms generally are nicely outfitted. I very much appreciate the attention to environmental issues, like bathroom cold water being filtered and drinkable. Location is great for me - not far from the Art Institute and a short taxi ride to the Lyric Opera. Sent from my iPhone"

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. Hotel Riu Plaza Chicago

5. Swissotel - Chicago

6. Hyatt Place Chicago/River North

7. Embassy Suites by Hilton Chicago Downtown River North

8. Hyatt Regency Chicago

9. L7 Chicago by LOTTE

10. citizenM Chicago Downtown

11. The Royal Sonesta Chicago Downtown

12. Fairmont Chicago at Millennium Park

13. Courtyard by Marriott Chicago Magnificent Mile

14. Hotel 505 River North

15. Aloft by Marriott Chicago Mag Mile

16. Hilton Garden Inn Chicago Downtown South Loop

17. Eurostars Magnificent Mile

18. DoubleTree by Hilton Chicago - Magnificent Mile

19. Palmer House a Hilton Hotel

20. Hyatt Place Chicago/Downtown - The Loop

Compare top hotels in Woodlawn

Best Motel By OYO Chicago I-90

LondonHouse Chicago, Curio Collection by Hilton

Hilton Vacation Club Hotel Blake Chicago

Hotel Riu Plaza Chicago

Swissotel - Chicago

Where to stay in Woodlawn

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Woodlawn Hotel Reviews

Sports Illustrated Resorts Chicago

Frequently asked questions

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