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Find hotels in Woodlawn, Chicago from NT$3,762

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Discover 4,369 Woodlawn hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Best Motel By OYO Chicago I-90
Hallway

Best Motel By OYO Chicago I-90

2.0 star property
3.6 out of 10, (41)
"Easy, safe parking "
The price is NT$1,931
NT$2,539 total
includes taxes & fees
Oct 12 - Oct 13
Best Motel By OYO Chicago I-90
River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4647)
"Clean, excellent location and great staff."
The price is NT$5,664
NT$6,649 total
includes taxes & fees
Sep 24 - Sep 25
River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2023)
"We had a great stay, we will be visiting again"
The price is NT$4,822
NT$5,661 total
includes taxes & fees
Sep 21 - Sep 22
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3774)
"Great place to stay "
The price is NT$5,387
NT$6,323 total
includes taxes & fees
Sep 14 - Sep 15
citizenM Chicago Downtown
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3035)
"amazing views, clean well kept room, amazing staff x"
The price is NT$5,518
NT$6,477 total
includes taxes & fees
Oct 2 - Oct 3
Eurostars Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2117)
"Great place to stay!"
The price is NT$5,549
NT$7,393 total
includes taxes & fees
Sep 22 - Sep 23
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3852)
"Great hotel"
The price is NT$4,614
NT$5,416 total
includes taxes & fees
Oct 2 - Oct 3
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2838)
"This was a very lovely place to stay and pet friendly! "
The price is NT$4,871
NT$5,719 total
includes taxes & fees
Sep 22 - Sep 23
Hilton Chicago/Magnificent Mile Suites
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2299)
"Nice place to stay!"
The price is NT$3,762
NT$4,950 total
includes taxes & fees
Sep 23 - Sep 24
Freehand Chicago
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (9177)
"Very nice place to stay and friendly staff! "
The price is NT$5,992
NT$7,033 total
includes taxes & fees
Oct 4 - Oct 5
Congress Plaza Hotel
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2819)
"Great place to stay!"
The price is NT$4,771
NT$5,601 total
includes taxes & fees
Sep 14 - Sep 15
Aloft Chicago Mag Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2186)
"Amazing stay and great location…"
The price is NT$5,571
NT$7,429 total
includes taxes & fees
Sep 25 - Sep 26
Hilton Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very Good, (233)
"A good hostel adjacent accommodation "
The price is NT$3,859
NT$4,530 total
includes taxes & fees
Sep 23 - Sep 24
FOUND Hotel Chicago River North
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very Good, (1008)
"Staff was very friendly The rooftop pool was really nice. "
The price is NT$4,877
NT$6,088 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn & Suites Chicago - Downtown by IHG
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1022)
"It was a great stay"
The price is NT$4,351
NT$5,108 total
includes taxes & fees
Oct 2 - Oct 3
Best Western River North Hotel
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2105)
"Property was great, very clean and friendly staff. The location is wonderful. Will definitely stay here again. "
The price is NT$6,267
NT$7,357 total
includes taxes & fees
Sep 12 - Sep 13
Hyatt Centric The Loop Chicago
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2413)
"We had a great stay"
The price is NT$5,147
NT$6,896 total
includes taxes & fees
Sep 21 - Sep 22
Hotel Riu Plaza Chicago
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.4 out of 10, Exceptional, (3332)
"Beautiful hotel and very convenient to shopping "
The price is NT$8,179
NT$10,490 total
includes taxes & fees
Sep 21 - Sep 22
Hyatt Regency Chicago
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1946)
"Nice hotel"
The price is NT$6,926
NT$8,888 total
includes taxes & fees
Sep 25 - Sep 26
Palmer House a Hilton Hotel
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2530)
"Very nice stay "
The price is NT$5,153
NT$6,582 total
includes taxes & fees
Sep 21 - Sep 22
La Quinta Inn & Suites by Wyndham Chicago Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Where to stay in Woodlawn

Find the best Woodlawn areas and neighborhoods for the activities you enjoy most.
Downtown Chicago showing a city

Downtown Chicago

2 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile - River North

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.

The Loop - Downtown which includes a river or creek

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.

River North showing railway items, street scenes and a city

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.

Chicago which includes modern architecture and a city

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.

Top Woodlawn Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"We enjoyed every minute of our stay. Close to everything and beautiful. We will be staying there anytime we’re in Chicago. Highly recommended!"
Dr. Terry 2-night trip
Posted 10 hours ago
Palmer House a Hilton Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

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 42 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?

Ready to get out and explore the city? Cottage Grove Station is the closest metro station. To venture out of town, take a train from Chicago 63rd Street Station.