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10 Feb - 11 Feb
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11 Feb - 12 Feb
This weekend
13 Feb - 15 Feb
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20 Feb - 22 Feb

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Our top choices for Woodlawn hotels

Lobby

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 1.703.889 ₫
2.104.025 ₫ total
includes taxes & fees
12 Mar - 13 Mar
Best Motel By OYO Chicago I-90
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,000 reviews)
"Great stay, good location, accommodating staff."
United States
Ian
The price is 1.869.552 ₫
2.194.667 ₫ total
includes taxes & fees
22 Feb - 23 Feb
River Hotel
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,080 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is 2.202.775 ₫
2.585.839 ₫ total
includes taxes & fees
24 Feb - 25 Feb
Aloft Chicago Mag Mile
Restaurant

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, (2,373 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is 2.478.455 ₫
2.909.458 ₫ total
includes taxes & fees
27 Feb - 28 Feb
Hyatt Centric The Loop Chicago
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 11.7 km from Woodlawn
8.6 out of 10, Excellent, (2,288 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is 3.491.908 ₫
4.748.298 ₫ total
includes taxes & fees
21 Feb - 22 Feb
Palmer House a Hilton Hotel
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (9,873 reviews)
"Staff was nice, clean room, nice location"
United States
Zyanya
The price is 4.457.380 ₫
5.232.520 ₫ total
includes taxes & fees
14 Feb - 15 Feb
Congress Plaza Hotel
Indoor pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (4,362 reviews)
"All things about this hotel was good from the location to the staff"
United States
Cisco
The price is 2.103.780 ₫
2.469.625 ₫ total
includes taxes & fees
17 Feb - 18 Feb
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Property amenity

The Wade

The Wade
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.4 out of 10, Very good, (1,667 reviews)
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
United States
Norah
The price is 2.306.435 ₫
2.707.524 ₫ total
includes taxes & fees
16 Feb - 17 Feb
The Wade
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 11.6 km from Woodlawn
8.8 out of 10, Excellent, (3,419 reviews)
"The staff was very helpful with the check in and the room was great. "
United States
George
The price is 2.311.506 ₫
2.713.477 ₫ total
includes taxes & fees
23 Feb - 24 Feb
Club Quarters Hotel, Central Loop, Chicago
Terrace/patio

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, (2,302 reviews)
"Awesome quite hotel beds are amazing great location "
United States
jamie
The price is 2.380.034 ₫
2.793.921 ₫ total
includes taxes & fees
16 Feb - 17 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 13 km from Woodlawn
8.6 out of 10, Excellent, (5,655 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
The price is 2.656.288 ₫
3.118.217 ₫ total
includes taxes & fees
23 Feb - 24 Feb
Embassy Suites by Hilton Chicago Downtown River North
Lobby sitting area

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, (2,083 reviews)
"Great place"
United States
Nicholas
The price is 2.118.551 ₫
2.486.803 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Club Quarters Hotel Wacker at Michigan, Chicago
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 13.2 km from Woodlawn
8.6 out of 10, Excellent, (3,042 reviews)
"Great place"
United States
Omar
The price is 1.652.081 ₫
2.699.824 ₫ total
includes taxes & fees
16 Feb - 17 Feb
Warwick Allerton - Chicago
Exterior

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk
3.0 star property
The Loop, 12.3 km from Woodlawn
9.0 out of 10, Wonderful, (1,899 reviews)
"Good staff, clean room , and location excellent"
United States
jesus
The price is 2.316.283 ₫
2.719.085 ₫ total
includes taxes & fees
16 Feb - 17 Feb
Hilton Garden Inn Chicago Downtown Riverwalk
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.4 out of 10, Very good, (2,615 reviews)
"The room was clean and the staff was very friendly."
United States
Andrea
The price is 3.591.301 ₫
4.976.432 ₫ total
includes taxes & fees
27 Feb - 28 Feb
Hilton Chicago
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 13.6 km from Woodlawn
8.2 out of 10, Very good, (3,949 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is 1.983.757 ₫
2.328.733 ₫ total
includes taxes & fees
16 Feb - 17 Feb
The Whitehall Hotel, BW Premier Collection
Interior

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 12.9 km from Woodlawn
8.0 out of 10, Very good, (2,753 reviews)
"i've stayed here twice now and its so incredibly charming and beautiful, staff is friendly, and very affordable, HIGHLY reccomend!!"
United States
Jayden
The price is 1.399.410 ₫
2.099.091 ₫ total
includes taxes & fees
16 Feb - 17 Feb
Freehand Chicago
Exterior

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, (1,529 reviews)
"Great location, friendly staff and nice room"
United States
Srinivasa
The price is 1.469.156 ₫
2.486.745 ₫ total
includes taxes & fees
22 Feb - 23 Feb
Claridge House Chicago, Tapestry Collection by Hilton
Shared kitchen

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, (448 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is 1.531.864 ₫
1.798.255 ₫ total
includes taxes & fees
22 Feb - 23 Feb
FOUND Hotel Chicago River North
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,470 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is 4.570.016 ₫
6.126.844 ₫ total
includes taxes & fees
22 Feb - 23 Feb
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.
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Where to stay in Woodlawn

Find the best Woodlawn areas for the activities you enjoy most.
Downtown Chicago featuring a city

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Water Tower Place

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown featuring a river or creek

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

River North showing railway items, street scenes and a city

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.

Underground passage in the Chicago O'Hare airport

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.
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. 63rd Street Beach and Lorado Taft's Midway Studios 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.