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Hotels in Woodlawn

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24 Jul - 25 Jul
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25 Jul - 26 Jul
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25 Jul - 27 Jul
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1 Aug - 3 Aug

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Top 10 Hotels in Woodlawn

FOUND Hotel Chicago River North
Experience the vibrant atmosphere of this historic building, featuring ornate details and a lively dining and entertainment area.

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (148)
"Great stay"
The price is S$172
includes taxes & fees
18 Aug - 19 Aug
FOUND Hotel Chicago River North
Travelodge by Wyndham Downtown Chicago
Relax in the hotel lobby's spacious seating area, surrounded by a city view and comfortable sofas and armchairs.

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2269)
"Best Travelodge I have stayed at "
The price is S$183
includes taxes & fees
24 Aug - 25 Aug
Travelodge by Wyndham Downtown Chicago
Best Western Grant Park Hotel
Relax in a stylish seating area with plush armchairs and a decorative partition, surrounded by ambient lighting and a patterned rug.

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2584)
"Excellent Hotel!!"
The price is S$185
includes taxes & fees
24 Aug - 25 Aug
Best Western Grant Park Hotel
Best Motel By OYO Chicago I-90
Stairwell with a metal railing and large window featuring a decorative pattern.

Best Motel By OYO Chicago I-90

2.0 star property
3.2 out of 10, (31)
"Easy, safe parking "
The price is S$126
includes taxes & fees
24 Aug - 25 Aug
Best Motel By OYO Chicago I-90
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hotel facade with a balcony featuring a variety of flowers and large windows with metal railings.

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1021)
"Great stay"
The price is S$222
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Ohio House Motel
Located at the corner of a bustling street, Ohio House features a flat roof and large glass windows.

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1013)
"Great place to stay!"
The price is S$203
includes taxes & fees
17 Aug - 18 Aug
Ohio House Motel
Level Chicago Fulton Market
Enjoy a modern dining experience with a long table, blue chairs, and a unique pendant light.

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (246)
"Great location, nice amenities"
The price is S$492
includes taxes & fees
27 Jul - 28 Jul
Level Chicago Fulton Market
Congress Plaza Hotel
Experience grandeur in this beautifully designed ballroom with high ceilings, arched windows, and elegant table settings.

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8962)
"Great place to stay."
The price is S$266
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
The Hoxton Chicago
Enjoy a casual dining experience with comfortable seating and a variety of beverages.

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Excellent location and great vibe. "
The price is S$307
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago
Residence Inn Chicago Downtown Magnificent Mile
Located in a central urban area, this high-rise building offers a modern design with a glass facade.

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (307)
"This was a great hotel in a great location."
The price is S$274
includes taxes & fees
24 Aug - 25 Aug
Residence Inn Chicago Downtown Magnificent Mile
Freehand Chicago
Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2110)
"Stayed many times, great fun!"
The price is S$220
includes taxes & fees
24 Aug - 25 Aug
Freehand Chicago
Crowne Plaza Chicago West Loop by IHG
Relax in a casual, urban setting with seating areas and a prominent counter for ordering.

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1311)
"Great location and hotel "
The price is S$240
includes taxes & fees
24 Aug - 25 Aug
Crowne Plaza Chicago West Loop by IHG
Hotel Riu Plaza Chicago
Experience the grand entrance of Riu Plaza Chicago Hotel, marked by a striking canopy and columns.

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2230)
"Great location, great breakfast and perfect rooms."
The price is S$275
includes taxes & fees
24 Aug - 25 Aug
Hotel Riu Plaza Chicago
Kinzie Hotel
Relax in a spacious room with a large bed, armchair, and city view.

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1796)
"We enjoyed our stay here and loved our location. So many places to eat and close to the river."
The price is S$331
includes taxes & fees
27 Jul - 28 Jul
Kinzie Hotel
Central Loop Hotel
Enjoy casual dining in a rustic setting with exposed brick walls and wooden furniture.

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1819)
"Nice room, great location and excellent staff."
The price is S$253
includes taxes & fees
27 Jul - 28 Jul
Central Loop Hotel
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1909)
"It was a wonderful stay"
The price is S$220
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Thompson Chicago, by Hyatt
Stairs lead to a bar area with a counter and seating on the upper level.

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1182)
"Good Hotel"
The price is S$237
includes taxes & fees
24 Aug - 25 Aug
Thompson Chicago, by Hyatt
Le Méridien Essex Chicago
Relax in a spacious room with a large bed, tufted headboard, and comfortable armchair, offering a city view.

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1008)
"The staff was so friendly, accommodations were modern and well appointed, a wonderful location with surprisingly good food in the attached restaurant "
The price is S$235
includes taxes & fees
24 Aug - 25 Aug
Le Méridien Essex Chicago
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Step into the historic Morton Hotel, featuring a classic entrance with a grand arched canopy and elegant double doors.

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4.0 star property
9.6 out of 10, Exceptional, (1020)
"Clean, large rooms, very comfortable."
The price is S$239
includes taxes & fees
24 Aug - 25 Aug
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3322)
"Great stay for a short weekend"
The price is S$361
includes taxes & fees
21 Aug - 22 Aug
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.

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 which includes a city
Downtown Chicago map

Downtown Chicago

2 out of top 10 points of interest in this area

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.

Magnificent Mile - River North
Magnificent Mile map

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 map

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 map

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.

Chicago which includes a city and modern architecture
Lincoln Park map

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top Woodlawn Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Fantastic stay"
Bruce 3-night trip
Posted 21 hours ago
The Royal Sonesta Chicago Downtown

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 43 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?

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.