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Our top choices for Woodlawn hotels

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.6 out of 10, (52 reviews)
"Room"
United States
Nyi
The price is ₹7,336
₹9,254 total
includes taxes & fees
24 Jan - 25 Jan
Best Motel By OYO Chicago I-90

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,051 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is ₹7,612
₹8,935 total
includes taxes & fees
1 Feb - 2 Feb
Aloft Chicago Mag Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (3,214 reviews)
"Very nice place to stay in"
United States
Freddie
The price is ₹10,011
₹14,336 total
includes taxes & fees
3 Feb - 4 Feb
Hotel Riu Plaza Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 13.6 km from Woodlawn
9.0 out of 10, Wonderful, (3,746 reviews)
"Great stay!!!"
United States
Lorenzo Martrel
The price is ₹7,369
₹8,650 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Chicago/Magnificent Mile Suites

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 12.8 km from Woodlawn
8.8 out of 10, Excellent, (2,252 reviews)
"Great staff, easy check in."
United States
Zachary
The price is ₹7,821
₹9,181 total
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Chicago - Magnificent Mile

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (4,943 reviews)
"Would stay there again"
United States
Zach
The price is ₹7,626
₹8,952 total
includes taxes & fees
24 Jan - 25 Jan
River Hotel

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 13.2 km from Woodlawn
8.6 out of 10, Excellent, (3,024 reviews)
"Location was perfect, easily accessible"
United States
Adarsh
The price is ₹6,080
₹9,829 total
includes taxes & fees
1 Feb - 2 Feb
Warwick Allerton - Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (9,808 reviews)
"Staff was nice, clean room, nice location"
United States
Zyanya
The price is ₹12,282
₹14,417 total
includes taxes & fees
14 Feb - 15 Feb
Congress Plaza Hotel

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 11.7 km from Woodlawn
9.0 out of 10, Wonderful, (2,365 reviews)
"Will stay again!!"
United States
Luzabeth
The price is ₹8,753
₹12,568 total
includes taxes & fees
6 Feb - 7 Feb
Hyatt Centric The Loop Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 13.3 km from Woodlawn
8.6 out of 10, Excellent, (2,005 reviews)
"Great room, great price, AMAZING location! Made my daughter's and I NYE a great one! "
United States
Melita Jackson
The price is ₹7,187
₹10,573 total
includes taxes & fees
16 Feb - 17 Feb
The Godfrey Hotel Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 12.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,333 reviews)
"Great stay"
United States
Blake
The price is ₹9,589
₹14,354 total
includes taxes & fees
2 Feb - 3 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 14.4 km from Woodlawn
9.0 out of 10, Wonderful, (1,512 reviews)
"Clean room, staff was very nice and it was in a very nice location! "
United States
Mary
The price is ₹5,189
₹8,783 total
includes taxes & fees
9 Feb - 10 Feb
Claridge House Chicago, Tapestry Collection by Hilton

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 11.7 km from Woodlawn
9.2 out of 10, Wonderful, (2,215 reviews)
"Amazing staff and stay "
United States
Melissa
Silversmith Hotel Chicago Downtown

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.4 out of 10, Very good, (2,567 reviews)
"Great staff, good location . "
Canada
Sabeeh
The price is ₹11,957
₹16,727 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,445 reviews)
"The Hotel was amazing great location "
United States
Donnisha
The price is ₹14,398
₹19,593 total
includes taxes & fees
8 Feb - 9 Feb
Hyatt Regency Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (2,062 reviews)
"Great place"
United States
Nicholas
The price is ₹7,626
₹8,952 total
includes taxes & fees
24 Jan - 25 Jan
Club Quarters Hotel Wacker at Michigan, Chicago

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
River North, 13.2 km from Woodlawn
8.2 out of 10, Very good, (2,526 reviews)
"I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic."
United States
Equilla
Hotel Felix River North/Magnificent Mile

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 12.9 km from Woodlawn
8.0 out of 10, Very good, (2,715 reviews)
"would definitely stay again, good price point "
United States
Abby
The price is ₹4,952
₹7,428 total
includes taxes & fees
1 Feb - 2 Feb
Freehand Chicago

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 13.1 km from Woodlawn
8.4 out of 10, Very good, (423 reviews)
"Great rooms, very clean, perfect location "
United States
Valerie Louise
The price is ₹5,771
₹6,775 total
includes taxes & fees
8 Feb - 9 Feb
FOUND Hotel Chicago River North

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 10.9 km from Woodlawn
7.4 out of 10, Good, (2,506 reviews)
"Always a good stay"
Canada
Domenic
The price is ₹6,704
₹7,869 total
includes taxes & fees
22 Feb - 23 Feb
Travelodge by Wyndham Downtown 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.

Where to stay in Woodlawn

Find the best Woodlawn areas 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.

Magnificent Mile

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

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.

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

Top Woodlawn Hotel Reviews

Frequently asked questions

What's it like in Woodlawn?
Woodlawn is a neighbourhood that travellers 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 neighbourhood.
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 are there in the Woodlawn area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 48 Woodlawn hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Woodlawn, will I receive a refund?
Yes, the majority of hotel room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Enter dates in and click on "Search", then filter by "fully refundable" to view the best deals available in Woodlawn.
What can I see and do in this Chicago neighbourhood?
Spend some time exploring the great outdoors at Lake Michigan, Jackson Park and Bob-O-Link Meadow. Lorado Taft's Midway Studios and Jackson Park Driving Range are also a couple of places to visit in the neighbourhood. 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, make sure that you visit other sights such as 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.

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