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 47 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. 63rd Street Beach 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

613-28 Japanese Island Jackson Park Chicago

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Our top choices for Woodlawn hotels

Room, 2 Double Beds, Smoking | Bathroom | Free toiletries, towels

Best Motel By OYO Chicago I-90

Woodlawn

Dinesh Kumar

₩119,529 total

includes taxes & fees

Jul 12 - Jul 13

Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 12.6 km from Woodlawn

Deborah

₩447,258 total

includes taxes & fees

Jun 30 - Jul 1

Omni Chicago Hotel

Streeterville, 13.1 km from Woodlawn

Bruce

₩286,471 total

includes taxes & fees

Jun 30 - Jul 1

Palmer House a Hilton Hotel

Theatre District, 11.7 km from Woodlawn

Charles Otto

₩424,881 total

includes taxes & fees

Jul 9 - Jul 10

The Wade

Streeterville, 12.9 km from Woodlawn

Molly

₩352,645 total

includes taxes & fees

Jul 1 - Jul 2

Swissotel - Chicago

12.2 km from Woodlawn

Martha

₩353,075 total

includes taxes & fees

Jul 5 - Jul 6

Silversmith Hotel Chicago Downtown

Theatre District, 11.7 km from Woodlawn

Gabino

₩300,783 total

includes taxes & fees

Jul 5 - Jul 6

Eurostars Magnificent Mile

River North, 13.1 km from Woodlawn

Audrey

₩291,408 total

includes taxes & fees

Jul 1 - Jul 2

Hotel Riu Plaza Chicago

Streeterville, 13 km from Woodlawn

Corey

₩334,937 total

includes taxes & fees

Jun 30 - Jul 1

Congress Plaza Hotel

The Loop, 11 km from Woodlawn

Felipa

₩245,875 total

includes taxes & fees

Jun 29 - Jun 30

Travelodge by Wyndham Downtown Chicago

The Loop, 10.9 km from Woodlawn

Ming

₩246,148 total

includes taxes & fees

Jul 1 - Jul 2

2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

The Loop, 12.4 km from Woodlawn

Robert

₩452,435 total

includes taxes & fees

Jul 1 - Jul 2

Staypineapple, An Iconic Hotel, The Loop

Theatre District, 11.9 km from Woodlawn

Debby

₩303,904 total

includes taxes & fees

Jul 1 - Jul 2

Hilton Chicago

The Loop, 10.7 km from Woodlawn

Jose saul

₩462,037 total

includes taxes & fees

Jul 4 - Jul 5

Fairmont Chicago at Millennium Park

The Loop, 12.1 km from Woodlawn

Mohammed Izzal

₩407,062 total

includes taxes & fees

Jul 7 - Jul 8

Sheraton Grand Chicago Riverwalk

Streeterville, 12.4 km from Woodlawn

Pamela

₩414,498 total

includes taxes & fees

Jul 2 - Jul 3

The Blackstone, Autograph Collection

The Loop, 10.8 km from Woodlawn

Neydee

₩325,365 total

includes taxes & fees

Jul 5 - Jul 6

Hyatt Regency Chicago

The Loop, 12.3 km from Woodlawn

Marianne

₩410,157 total

includes taxes & fees

Jul 1 - Jul 2

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Theatre District, 11.7 km from Woodlawn

Alondra

₩359,877 total

includes taxes & fees

Jun 14 - Jun 15

The Whitehall Hotel, BW Premier Collection

Streeterville, 13.6 km from Woodlawn

James

₩246,193 total

includes taxes & fees

Jun 30 - Jul 1

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Where to stay in Woodlawn

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

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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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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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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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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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

Eurostars Magnificent Mile

10/10 Excellent

"Restaurant at hotel amazing"

Hotel Riu Plaza Chicago

6/10 Okay

"This is a new hotel (2024) but you can already see wear and tear. It’s maybe slightly better than a holiday inn. The blanket is a little weird in that’s it’s a fleece between two sheets. It’s clear the fleece isn’t washed between stays as you can see hair. I agree with other reviews that not having card verification on both sides of the elevator is a huge miss. It’s only on the right side so people crowd the right panel. You can’t fault the staff - super nice and polite."

Hotel Felix River North/Magnificent Mile

2/10 Terrible

"First I was thinking that the hotel is a good place. The location was very good close to tourist attractions. The room I had reserved was on top floor which I was expecting a view but the room had a small window facing some other building rooms.the room had issues at the beginning which was the toilet was wobbly and I saw a bug on the ceiling plus some spider web. The main issue was at the last night of the stay the AC of the hotel was not working and after several calls someone came and said it’s fixed and after they left the issue was not fixed and after calling the front desk 10 times I had to go down at midnight to see no one was there. The next day after having a bad night sweating I went to talk to the manager she was so unreasonable telling me that the issue was due to weather and they will be able to give us a very little compensation which didn’t make sense to me as I couldn’t sleep the whole night. Anyway do a better search and ont pay $300 for a night with this problems"

Find hotels in Woodlawn, Chicago

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Be picky

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Our top choices for Woodlawn hotels

Best Motel By OYO Chicago I-90

Sable at Navy Pier Chicago, Curio Collection by Hilton

Omni Chicago Hotel

Palmer House a Hilton Hotel

The Wade

Swissotel - Chicago

Silversmith Hotel Chicago Downtown

Eurostars Magnificent Mile

Hotel Riu Plaza Chicago

Congress Plaza Hotel

Travelodge by Wyndham Downtown Chicago

LondonHouse Chicago, Curio Collection by Hilton

Staypineapple, An Iconic Hotel, The Loop

Hilton Chicago

Fairmont Chicago at Millennium Park

Sheraton Grand Chicago Riverwalk

The Blackstone, Autograph Collection

Hyatt Regency Chicago

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

The Whitehall Hotel, BW Premier Collection

Where to stay in Woodlawn

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Woodlawn Hotel Reviews

Eurostars Magnificent Mile

Frequently asked questions

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