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 63rd Street Beach are also a couple of places to visit in the neighborhood. 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, be sure to visit other sights like 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.

Top Woodlawn Hotels

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Our top choices for Woodlawn hotels

1. Best Motel By OYO Chicago I-90

Woodlawn

Roger

₩179,992 total

includes taxes & fees

Aug 12 - Aug 13

2. Hyatt Place Chicago/Downtown - The Loop

The Loop, 12 km from Woodlawn

Kimberly

₩351,098 total

includes taxes & fees

Aug 9 - Aug 10

Suite, 1 Bedroom, Corner | Private kitchen | Coffee/tea maker, full-size fridge, microwave, stovetop

3. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 10.4 km from Woodlawn

jayne

₩354,077 total

includes taxes & fees

Aug 20 - Aug 21

55-inch LCD TV with cable channels, TV, pay movies

4. L7 Chicago by LOTTE

Theatre District, 12.3 km from Woodlawn

Julie Ann

₩450,355 total

includes taxes & fees

Aug 24 - Aug 25

5. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Loop, 11.1 km from Woodlawn

Aleace

₩344,526 total

includes taxes & fees

Aug 19 - Aug 20

6. Hotel Riu Plaza Chicago

Streeterville, 13 km from Woodlawn

Deanne

₩413,052 total

includes taxes & fees

Aug 23 - Aug 24

Outdoor pool, cabanas (surcharge), pool umbrellas

7. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 12.8 km from Woodlawn

Macy

₩331,935 total

includes taxes & fees

Aug 9 - Aug 10

8. River Hotel

The Loop, 12.4 km from Woodlawn

yenedit

₩359,862 total

includes taxes & fees

Aug 23 - Aug 24

9. Crowne Plaza Chicago West Loop by IHG

12.2 km from Woodlawn

Navin

₩305,090 total

includes taxes & fees

Aug 20 - Aug 21

10. Swissotel - Chicago

12.2 km from Woodlawn

Suzanne

₩473,385 total

includes taxes & fees

Aug 16 - Aug 17

11. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 11.9 km from Woodlawn

Diana

₩338,796 total

includes taxes & fees

Aug 9 - Aug 10

12. Hyatt Place Chicago/River North

River North, 12.8 km from Woodlawn

Michelle

₩294,026 total

includes taxes & fees

Aug 16 - Aug 17

13. Hyatt Centric The Loop Chicago

Theatre District, 11.7 km from Woodlawn

Dee

₩373,651 total

includes taxes & fees

Aug 16 - Aug 17

14. citizenM Chicago Downtown

Theatre District, 12.3 km from Woodlawn

lakadria

₩356,288 total

includes taxes & fees

Aug 23 - Aug 24

15. Aloft by Marriott Chicago Mag Mile

Streeterville, 12.9 km from Woodlawn

Donna

₩323,427 total

includes taxes & fees

Aug 9 - Aug 10

16. Hyatt Regency Chicago

The Loop, 12.3 km from Woodlawn

Emily

₩508,491 total

includes taxes & fees

Aug 9 - Aug 10

17. Silversmith Hotel Chicago Downtown

Theatre District, 11.7 km from Woodlawn

Gillian

₩323,411 total

includes taxes & fees

Aug 9 - Aug 10

18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 12.7 km from Woodlawn

Mohana Sandeep

₩340,076 total

includes taxes & fees

Aug 10 - Aug 11

19. Travelodge by Wyndham Downtown Chicago

The Loop, 10.9 km from Woodlawn

Adam

₩270,847 total

includes taxes & fees

Aug 9 - Aug 10

20. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Streeterville, 13.7 km from Woodlawn

Sally

₩319,621 total

includes taxes & fees

Aug 11 - Aug 12

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Where to stay in Woodlawn

Find the best Woodlawn areas and neighborhoods for the activities you enjoy most.

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

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

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

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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The Chicago Theatre with illuminated marquee and a wet street reflecting lights.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

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Top Woodlawn Hotel Reviews

River Hotel

10/10 Excellent

"Easy to check in & out. Friendly staff."

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"We stayed for a week during our daughter's college graduation. The room was very clean, spacious enough for 3 adults, and had a separate living area. Two windows with a great view of the city and partial view of the lake. Beds were super comfy (2 doubles). Bathroom was a nice size. Great location near upscale shopping. Absolutely loved the added convenience of The Chapel Street restaurant which was just downstairs in the lobby. Excellent breakfast & dinner options. It made our stay very relaxing. We would definitely book here again, hopefully the same room!"

Fairmont Chicago at Millennium Park

10/10 Excellent

"The room was clean, spacious, big windows where you can see everything. Stocked with everything you can think of (snacks, drinks) at a cost, but convenient. Location at millennium Park was a 5 minute walk to Riverwalk. The staff was accommodating. I loved everything about the luxury stay."

Find 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. L7 Chicago by LOTTE

5. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

6. Hotel Riu Plaza Chicago

7. DoubleTree by Hilton Chicago - Magnificent Mile

8. River Hotel

9. Crowne Plaza Chicago West Loop by IHG

10. Swissotel - Chicago

11. La Quinta Inn & Suites by Wyndham Chicago Downtown

12. Hyatt Place Chicago/River North

13. Hyatt Centric The Loop Chicago

14. citizenM Chicago Downtown

15. Aloft by Marriott Chicago Mag Mile

16. Hyatt Regency Chicago

17. Silversmith Hotel Chicago Downtown

18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

19. Travelodge by Wyndham Downtown Chicago

20. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Where to stay in Woodlawn

Downtown Chicago

The Loop

Magnificent Mile

River North

Theatre District

Top Woodlawn Hotel Reviews

River Hotel

Frequently asked questions

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