A wooden bridge over a calm river, surrounded by lush greenery and a distant building.

Woodlawn Hotels, Chicago

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Check prices for these dates

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

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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
2.5 star property
Woodlawn
3.6 out of 10, (94 reviews)
"This is not a good place."
United States
Dinesh Kumar
The price is NZ$207
includes taxes & fees
14 July - 15 July
Best Motel By OYO Chicago I-90
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, (3,448 reviews)
"Staff was great."
United States
Marianne
The price is NZ$574
includes taxes & fees
1 July - 2 July
Hyatt Regency Chicago
2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,760 reviews)
"Great location!"
United States
William
The price is NZ$552
includes taxes & fees
6 July - 7 July
LondonHouse Chicago, Curio Collection by Hilton
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 12.3 km from Woodlawn
9.6 out of 10, Exceptional, (4,261 reviews)
"I would absolutely stay here again! Beautiful well thought out property, within walking distance of everything."
United States
Joel
The price is NZ$529
includes taxes & fees
1 July - 2 July
L7 Chicago by LOTTE
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,436 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is NZ$567
includes taxes & fees
6 July - 7 July
Swissotel - Chicago
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 12.4 km from Woodlawn
8.6 out of 10, Excellent, (1,692 reviews)
"Location was great"
United States
Pamela
The price is NZ$588
includes taxes & fees
1 July - 2 July
Sheraton Grand Chicago Riverwalk
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 12.1 km from Woodlawn
8.8 out of 10, Excellent, (2,238 reviews)
"Location is excellent!"
United States
Michele
The price is NZ$600
includes taxes & fees
1 July - 2 July
Fairmont Chicago at Millennium Park
Restaurant

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
13.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,534 reviews)
"Great location and super nice hotel"
United States
Karolina
The price is NZ$544
includes taxes & fees
5 July - 6 July
Sofitel Chicago Magnificent Mile
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 13.1 km from Woodlawn
9.2 out of 10, Wonderful, (1,833 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is NZ$380
includes taxes & fees
5 July - 6 July
Omni Chicago Hotel
Room service – dining

The Wade

The Wade
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (1,878 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is NZ$339
includes taxes & fees
1 July - 2 July
The Wade
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,896 reviews)
"Great stay"
United States
Jose saul
The price is NZ$556
includes taxes & fees
2 July - 3 July
Hilton Chicago
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (4,580 reviews)
"Clean room, great breakfast and close to everything we needed"
United States
Kyle
The price is NZ$427
includes taxes & fees
6 July - 7 July
Hotel Riu Plaza Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (10,169 reviews)
The price is NZ$313
includes taxes & fees
1 July - 2 July
Congress Plaza Hotel
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,277 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is NZ$327
includes taxes & fees
5 July - 6 July
River Hotel
Lunch and dinner served

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
12.2 km from Woodlawn
8.6 out of 10, Excellent, (1,960 reviews)
"Beautiful hotel, amazing staff, perfect location. Will definitely make this a regular hotel to stay at while in Chicago."
United States
April
The price is NZ$553
includes taxes & fees
6 July - 7 July
Radisson Blu Aqua Hotel Chicago
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 12.7 km from Woodlawn
8.2 out of 10, Very good, (2,882 reviews)
"Excelent stay in Chicago with a great breakfast that is include. Awesome location and staff was very helpful."
United States
Joseph
The price is NZ$396
includes taxes & fees
6 July - 7 July
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 13.1 km from Woodlawn
8.2 out of 10, Very good, (1,457 reviews)
"The staff is tops! Love this hotel!!!"
United States
Connie
The price is NZ$404
includes taxes & fees
8 July - 9 July
Hampton Inn Chicago Downtown/Magnificent Mile
Lobby

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,304 reviews)
"Very great hotel"
United States
Allesandra
The price is NZ$295
includes taxes & fees
2 July - 3 July
Aloft by Marriott Chicago Mag Mile
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,482 reviews)
"Incredible location, comfortable rooms, great bar and a restaurant attached! Loved staying here!"
United States
Feng
The price is NZ$528
includes taxes & fees
7 July - 8 July
The Royal Sonesta Chicago Downtown
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 12.1 km from Woodlawn
9.4 out of 10, Exceptional, (2,143 reviews)
"Excellent hotel! Will definitely stay again."
United States
Justin
The price is NZ$432
includes taxes & fees
6 July - 7 July
Arlo 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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Our guide on where to stay in Woodlawn

Find the best Woodlawn areas for the activities you enjoy most.
A busy city street with tall buildings, a bus, and cars.

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.

A historic castle-like building with intricate stonework and a paved walkway.

Magnificent Mile

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

A river with yellow boats, a bridge, and tall buildings.

The Loop

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

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

A river with a city skyline in the background, surrounded by green trees and grass.

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

Recent Reviews in Woodlawn

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

8/10 Good
"I booked three rooms at this hotel for a speacial occasion trip to celebrate a graduation. At check in I asked if one of the rooms could possibly have some kind of view of the city. I was quickly told it was not possible as the hotel was sold out. I was very sorry that out of the 100's of rooms in the hotel they could not have accommodated even one of the three rooms booked and the check in clerk was not friendly about it. For this reason and the overall appearance of the hotel I would not recommend it. I gave it some 4 stars because the bell desk and the valet were cordial. But next time I'll stay somewhere else."
Carol 1-night trip
Posted 1 hour ago
Hilton Chicago/Magnificent Mile Suites

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 47 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 Obama Presidential Center or Oriental Institute Museum.
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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