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Hotels in Woodlawn

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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, (83 reviews)
"This is not a good place."
United States
Dinesh Kumar
The price is S$100
includes taxes & fees
12 Jul - 13 Jul
Best Motel By OYO Chicago I-90

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, (2,541 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is S$379
includes taxes & fees
6 Jul - 7 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 13.1 km from Woodlawn
9.2 out of 10, Wonderful, (1,802 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is S$238
includes taxes & fees
1 Jul - 2 Jul
Omni Chicago Hotel

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, (2,496 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is S$332
includes taxes & fees
5 Jul - 6 Jul
Palmer House a Hilton Hotel

The Wade

The Wade
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.4 out of 10, Very good, (1,856 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is S$299
includes taxes & fees
1 Jul - 2 Jul
The Wade

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,382 reviews)
"The property was clean and the location was perfect!"
United States
Martha
The price is S$297
includes taxes & fees
6 Jul - 7 Jul
Swissotel - Chicago

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, (2,244 reviews)
"Great location"
United States
Gabino
The price is S$227
includes taxes & fees
5 Jul - 6 Jul
Silversmith Hotel Chicago Downtown

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 13.1 km from Woodlawn
9.0 out of 10, Wonderful, (3,638 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is S$220
includes taxes & fees
2 Jul - 3 Jul
Eurostars Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (4,424 reviews)
"The breakfast, location, and staff were amazing."
United States
Corey
The price is S$281
includes taxes & fees
6 Jul - 7 Jul
Hotel Riu Plaza Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (10,251 reviews)
"Great stay thanks"
United States
Felipa
The price is S$207
includes taxes & fees
30 Jun - 1 Jul
Congress Plaza Hotel

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, (2,634 reviews)
"Great location and helpful staff."
United States
Ming
The price is S$206
includes taxes & fees
1 Jul - 2 Jul
Travelodge by Wyndham Downtown Chicago

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, (3,734 reviews)
"Great location, excellent room and amenities proactively attentive staff."
United States
Robert
The price is S$373
includes taxes & fees
7 Jul - 8 Jul
LondonHouse Chicago, Curio Collection by Hilton

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 11.9 km from Woodlawn
9.4 out of 10, Exceptional, (1,091 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is S$251
includes taxes & fees
6 Jul - 7 Jul
Staypineapple, An Iconic Hotel, The Loop

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,853 reviews)
"Great stay"
United States
Jose saul
The price is S$337
includes taxes & fees
5 Jul - 6 Jul
Hilton Chicago

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, (2,192 reviews)
"Rooms were clean and staff was very nice"
United States
Mohammed Izzal
The price is S$341
includes taxes & fees
7 Jul - 8 Jul
Fairmont Chicago at Millennium Park

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 12.4 km from Woodlawn
8.6 out of 10, Excellent, (1,660 reviews)
"Location was great"
United States
Pamela
The price is S$389
includes taxes & fees
1 Jul - 2 Jul
Sheraton Grand Chicago Riverwalk

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 10.8 km from Woodlawn
9.0 out of 10, Wonderful, (1,009 reviews)
"Great location, clean hotel, and very accommodating staff."
United States
Neydee
The price is S$275
includes taxes & fees
5 Jul - 6 Jul
The Blackstone, Autograph Collection

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,508 reviews)
"Staff was great."
United States
Marianne
The price is S$363
includes taxes & fees
6 Jul - 7 Jul
Hyatt Regency Chicago

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 11.7 km from Woodlawn
8.4 out of 10, Very good, (1,011 reviews)
"Great stay!"
United States
Alondra
The price is S$258
includes taxes & fees
3 Jul - 4 Jul
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 13.6 km from Woodlawn
8.4 out of 10, Very good, (3,940 reviews)
"Nice location and friendly staff"
United States
James
The price is S$206
includes taxes & fees
1 Jul - 2 Jul
The Whitehall Hotel, BW Premier Collection
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. Learn more about Woodlawn
Learn more about Woodlawn

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.

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

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 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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