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Woodlawn Hotels near Chicago

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Top Trending Hotels Near Woodlawn, Chicago

Best Motel By OYO Chicago I-90
Hallway

Best Motel By OYO Chicago I-90

2.0 star property
3.4 out of 10, (45)
"Easy, safe parking "
The price is P4,919
P6,353 total
includes taxes & fees
Oct 6 - Oct 7
Best Motel By OYO Chicago I-90
River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4710)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is P12,674
P14,877 total
includes taxes & fees
Oct 6 - Oct 7
River Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3058)
"Perfect location, walkable to many restaurants and shops"
The price is P6,366
P7,473 total
includes taxes & fees
Nov 3 - Nov 4
Eurostars Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2077)
"Great hotel"
The price is P9,213
P10,815 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3904)
"Great place to stay. "
The price is P10,034
P11,779 total
includes taxes & fees
Nov 4 - Nov 5
citizenM Chicago Downtown
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, (2166)
"Great hotel "
The price is P11,065
P14,667 total
includes taxes & fees
Nov 2 - Nov 3
Sable at Navy Pier Chicago, Curio Collection by Hilton
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2844)
"Had a great stay!"
The price is P8,507
P9,986 total
includes taxes & fees
Nov 2 - Nov 3
Aloft Chicago Mag Mile
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3018)
"Enjoyed our stay"
The price is P8,359
P9,813 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Chicago/Magnificent Mile Suites
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (9300)
"Beautiful hotel!"
The price is P7,383
P8,667 total
includes taxes & fees
Nov 2 - Nov 3
Congress Plaza Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2417)
"Great walkable location to all the sights! "
The price is P5,521
P7,500 total
includes taxes & fees
Nov 4 - Nov 5
Freehand Chicago
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, (4027)
"We definitely will stay there again place was very nice "
The price is P10,365
P12,167 total
includes taxes & fees
Oct 19 - Oct 20
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2240)
"Very nice hotel "
The price is P10,643
P14,193 total
includes taxes & fees
Oct 23 - Oct 24
Hilton Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very Good, (263)
"Loved this place if you want something affordable and nice! "
The price is P5,641
P6,621 total
includes taxes & fees
Nov 4 - Nov 5
FOUND Hotel Chicago River North
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2534)
"Location is great and the breakfast buffet is amazing"
The price is P9,284
P12,529 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Riu Plaza Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1018)
"Great stay"
The price is P7,329
P8,604 total
includes taxes & fees
Nov 2 - Nov 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, (2161)
"The hotel was quiet and clean and restaurant was right next door in addition to inside the hotel"
The price is P12,921
P15,168 total
includes taxes & fees
Oct 23 - Oct 24
Hyatt Centric The Loop Chicago
Warwick Allerton - Chicago
Lobby sitting area

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very Good, (2899)
"Great location, friendly staff."
The price is P5,093
P7,677 total
includes taxes & fees
Nov 3 - Nov 4
Warwick Allerton - Chicago
voco Chicago Downtown - Riverwalk by IHG
Bar (on property)

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3176)
"Great stay "
The price is P12,326
P14,469 total
includes taxes & fees
Oct 19 - Oct 20
voco Chicago Downtown - Riverwalk by IHG
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1575)
"Hotel was very comfortable and I felt very safe during my entire stay. "
The price is P8,738
P10,258 total
includes taxes & fees
Nov 2 - Nov 3
Crowne Plaza Chicago West Loop by IHG
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.4 out of 10, Exceptional, (3355)
"Great place to stay "
The price is P14,468
P18,682 total
includes taxes & fees
Oct 30 - Oct 31
Hyatt Regency Chicago
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.
View all properties

Where to stay in Woodlawn

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

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.

Magnificent Mile - River North

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown showing a river or creek

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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.

Lincoln Park featuring modern architecture and a city

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.

Top Woodlawn Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"Quick easy check in and accommodating for early check ins. "
Natasha 1-night trip
Posted 6 hours ago
Freehand Chicago

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 44 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.