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 49 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

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Our top choices for Woodlawn hotels

Best Motel By OYO Chicago I-90

Woodlawn

Nyi

￥14,632 total

includes taxes & fees

Mar 6 - Mar 7

Suite, 1 Bedroom, Corner | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 10.4 km from Woodlawn

Sheila

￥24,022 total

includes taxes & fees

Mar 16 - Mar 17

Travelodge by Wyndham Downtown Chicago

The Loop, 10.9 km from Woodlawn

Domenic

￥17,539 total

includes taxes & fees

Mar 10 - Mar 11

Millennium Knickerbocker Chicago

Streeterville, 13.6 km from Woodlawn

tim

￥21,927 total

includes taxes & fees

Mar 22 - Mar 23

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn & Suites Chicago - Downtown by IHG

West Loop, 11.3 km from Woodlawn

Heidi

￥22,888 total

includes taxes & fees

Mar 8 - Mar 9

Best Western Grant Park Hotel

The Loop, 10.3 km from Woodlawn

Doug

￥17,541 total

includes taxes & fees

Mar 8 - Mar 9

Hampton Inn Majestic Chicago Theatre District

Theatre District, 11.7 km from Woodlawn

Chelsey

￥21,529 total

includes taxes & fees

Mar 8 - Mar 9

Hilton Garden Inn Chicago Downtown South Loop

The Loop, 10.4 km from Woodlawn

Quayshaun

￥21,755 total

includes taxes & fees

Mar 18 - Mar 19

Cambria Hotel Chicago Loop - Theatre District

Theatre District, 12.1 km from Woodlawn

shiloh

￥20,489 total

includes taxes & fees

Mar 22 - Mar 23

Aloft Chicago Mag Mile

Streeterville, 12.9 km from Woodlawn

Pablo

￥19,161 total

includes taxes & fees

Mar 8 - Mar 9

Le Méridien Essex Chicago

The Loop, 10.6 km from Woodlawn

Veronica

￥21,845 total

includes taxes & fees

Mar 8 - Mar 9

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 12.7 km from Woodlawn

Rudy

￥27,876 total

includes taxes & fees

Mar 19 - Mar 20

Hyatt Place Chicago/Downtown - The Loop

The Loop, 12 km from Woodlawn

Clarice

￥23,399 total

includes taxes & fees

Mar 22 - Mar 23

La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 11.9 km from Woodlawn

Ian

￥20,969 total

includes taxes & fees

Mar 22 - Mar 23

Sofitel Chicago Magnificent Mile

13.6 km from Woodlawn

Kristin

￥40,472 total

includes taxes & fees

Mar 6 - Mar 7

Hilton Chicago

The Loop, 10.7 km from Woodlawn

Rita

￥28,630 total

includes taxes & fees

Apr 5 - Apr 6

Hampton Inn Chicago Downtown/Magnificent Mile

Streeterville, 13.1 km from Woodlawn

Ilham

￥17,980 total

includes taxes & fees

Mar 8 - Mar 9

Hilton Garden Inn Chicago Central Loop

The Loop, 11.6 km from Woodlawn

Lisa

￥22,884 total

includes taxes & fees

Mar 8 - Mar 9

The Blackstone, Autograph Collection

The Loop, 10.8 km from Woodlawn

Yu Ching Dexter

￥30,333 total

includes taxes & fees

Mar 8 - Mar 9

Fairfield Inn & Suites Chicago Downtown/River North

River North, 12.8 km from Woodlawn

Shanise

￥20,268 total

includes taxes & fees

Mar 15 - Mar 16

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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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O'Hare

Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.

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Top Woodlawn Hotel Reviews

Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent

"Yes "

The Wade

10/10 Excellent

"My stay at The Wade overall was pretty good. I booked here because it has a pool, and I thought I would have a nice view (city view). The view wasn’t available, I was on the 27th floor and only had a view of the roof of other buildings, and other apartments. I kept the window covered for the most part. The pool was unkept in my opinion, I didn’t feel comfortable with the dirt ring on the white tile that surrounded the pool, and the water looked and felt pretty grimy, I felt it needed to be serviced. Though my main attractions to this location were not fulfilled it was very quiet on my floor, the cleaning crew were very polite and generous, and the valet was very friendly and always gave me great service despite it being very busy over the course of my stay. "

Find hotels in Woodlawn, Chicago

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Our top choices for Woodlawn hotels

Best Motel By OYO Chicago I-90

Homewood Suites by Hilton Chicago Downtown South Loop

Travelodge by Wyndham Downtown Chicago

Millennium Knickerbocker Chicago

Holiday Inn & Suites Chicago - Downtown by IHG

Best Western Grant Park Hotel

Hampton Inn Majestic Chicago Theatre District

Hilton Garden Inn Chicago Downtown South Loop

Cambria Hotel Chicago Loop - Theatre District

Aloft Chicago Mag Mile

Le Méridien Essex Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Place Chicago/Downtown - The Loop

La Quinta Inn & Suites by Wyndham Chicago Downtown

Sofitel Chicago Magnificent Mile

Hilton Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Central Loop

The Blackstone, Autograph Collection

Fairfield Inn & Suites Chicago Downtown/River North

Where to stay in Woodlawn

Downtown Chicago

Magnificent Mile

The Loop

River North

O'Hare

Top Woodlawn Hotel Reviews

Courtyard by Marriott Chicago Magnificent Mile

Frequently asked questions

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