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 54 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 63rd Street Beach are also a couple of places to visit in the neighbourhood. Oak Woods Cemetery, Lorado Taft's Midway Studios and Stony Island Arts Bank 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 Rockefeller Memorial Chapel or Oriental Institute Museum.

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.

The Best Hotels in Woodlawn, Chicago - 2026 Updated Prices

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

Rp1.713.242 total

includes taxes & fees

16 Sept - 17 Sept

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

2. Hyatt Place Chicago/Downtown - The Loop

The Loop, 12 km from Woodlawn

LISA

Rp4.202.565 total

includes taxes & fees

7 Sept - 8 Sept

A modern kitchen with a large window, a dining area, and a view of the sea.

3. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 10.4 km from Woodlawn

AMBER

Rp3.652.644 total

includes taxes & fees

7 Sept - 8 Sept

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

4. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 12.6 km from Woodlawn

Ashraf

Rp4.443.772 total

includes taxes & fees

8 Sept - 9 Sept

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

5. L7 Chicago by LOTTE

Theatre District, 12.3 km from Woodlawn

Jeff

Rp5.456.791 total

includes taxes & fees

20 Sept - 21 Sept

A modern interior with a bar area, seating, and decorative wooden panels.

6. Best Western Grant Park Hotel

The Loop, 10.3 km from Woodlawn

Diego

Rp3.022.260 total

includes taxes & fees

7 Sept - 8 Sept

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

7. Hyatt Centric The Loop Chicago

Theatre District, 11.7 km from Woodlawn

Tamika

Rp4.482.138 total

includes taxes & fees

7 Sept - 8 Sept

8. Hilton Vacation Club Hotel Blake Chicago

The Loop, 11.1 km from Woodlawn

Melanie

Rp3.831.729 total

includes taxes & fees

7 Sept - 8 Sept

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

9. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 12.8 km from Woodlawn

Tonya

Rp3.213.168 total

includes taxes & fees

9 Sept - 10 Sept

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

10. Hotel Riu Plaza Chicago

Streeterville, 13 km from Woodlawn

Donna

Rp3.582.336 total

includes taxes & fees

7 Sept - 8 Sept

11. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Streeterville, 13.7 km from Woodlawn

Felicia

Rp3.311.371 total

includes taxes & fees

7 Sept - 8 Sept

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

12. Hyatt Place Chicago/River North

River North, 12.8 km from Woodlawn

Shoma

Rp4.181.447 total

includes taxes & fees

10 Sept - 11 Sept

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

13. River Hotel

The Loop, 12.4 km from Woodlawn

Timothy

Rp3.341.779 total

includes taxes & fees

7 Sept - 8 Sept

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

14. citizenM Chicago Downtown

Theatre District, 12.3 km from Woodlawn

lakadria

Rp3.586.294 total

includes taxes & fees

7 Sept - 8 Sept

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

15. Embassy Suites by Hilton Chicago Downtown River North

River North, 13 km from Woodlawn

Hugo

Rp3.553.386 total

includes taxes & fees

7 Sept - 8 Sept

A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.

16. Hilton Chicago

The Loop, 10.7 km from Woodlawn

Konner

Rp4.089.148 total

includes taxes & fees

9 Sept - 10 Sept

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

17. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 11.9 km from Woodlawn

Shilpa

Rp3.780.137 total

includes taxes & fees

7 Sept - 8 Sept

A multi-story hotel with a prominent sign reading "Crowne Plaza."

18. Crowne Plaza Chicago West Loop by IHG

12.2 km from Woodlawn

Jaclyn

Rp4.076.098 total

includes taxes & fees

7 Sept - 8 Sept

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

19. Hyatt Regency Chicago

The Loop, 12.3 km from Woodlawn

Jerry

Rp4.869.963 total

includes taxes & fees

7 Sept - 8 Sept

A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

20. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 12.7 km from Woodlawn

Claudia

Rp3.906.909 total

includes taxes & fees

7 Sept - 8 Sept

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Where to stay in Woodlawn

Find the best Woodlawn areas for the activities you enjoy most. Learn more about Woodlawn

A busy city street with tall buildings, a bus, and cars.

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 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.

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A historic castle-like building with intricate stonework and a paved walkway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

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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.

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Top Woodlawn Hotel Reviews

L7 Chicago by LOTTE

10/10 Excellent

"We came down for the Jill Scott concert and stayed here add the hotel was literally 2 blocked from the venue Chicago Theater. We were on the 4th floor and the view was spectacular. The room had 2 queen beds and was very spacious, but what took my breath away was the bed area in the window. I slept here because I wanted to see the view. Valet parking was $65 a night which is cheaper than a lot of places in Chicago. I paid for breakfast at the hotel with the reservation, which was an Asian/American mix restaurant. There were conventional breakfast choices are well as Asian choices, I'm more of a conventional breakfast person. The price for breakfast was $50 extra per person. There were many people in there for breakfast so the place is pretty popular, but next time I'll just go to a restaurant nearby. We didn't stay for dinner so I'm not sure of the choices with that. I will most definitely stay here again, and will recommend to others. I think this hotel is my favorite in Chicago so far."

Search Hotels in Woodlawn, Chicago

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Our top choices for Woodlawn hotels

1. Best Motel By OYO Chicago I-90

2. Hyatt Place Chicago/Downtown - The Loop

3. Homewood Suites by Hilton Chicago Downtown South Loop

4. Sable at Navy Pier Chicago, Curio Collection by Hilton

5. L7 Chicago by LOTTE

6. Best Western Grant Park Hotel

7. Hyatt Centric The Loop Chicago

8. Hilton Vacation Club Hotel Blake Chicago

9. DoubleTree by Hilton Chicago - Magnificent Mile

10. Hotel Riu Plaza Chicago

11. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

12. Hyatt Place Chicago/River North

13. River Hotel

14. citizenM Chicago Downtown

15. Embassy Suites by Hilton Chicago Downtown River North

16. Hilton Chicago

17. La Quinta Inn & Suites by Wyndham Chicago Downtown

18. Crowne Plaza Chicago West Loop by IHG

19. Hyatt Regency Chicago

20. Springhill Suites by Marriott Chicago Downtown/ River North

Where to stay in Woodlawn

Downtown Chicago

The Loop

Magnificent Mile

River North

Lincoln Park

Top Woodlawn Hotel Reviews

L7 Chicago by LOTTE

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