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26 Aug - 27 Aug
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Top Trending Hotels Near Woodlawn, Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2098)
"Great place to stay!"
The price is ฿6,077
฿8,075 total
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2244)
"Great stay "
The price is ฿3,362
฿4,519 total
includes taxes & fees
2 Sept - 3 Sept
Freehand Chicago
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1331)
"Great stay highly recommend!! "
Claridge House
Best Motel By OYO Chicago I-90
Hallway

Best Motel By OYO Chicago I-90

2.0 star property
3.4 out of 10, (35)
"Easy, safe parking "
The price is ฿2,264
฿2,949 total
includes taxes & fees
1 Sept - 2 Sept
Best Motel By OYO Chicago I-90
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (210)
"Great place "
The price is ฿3,026
฿3,552 total
includes taxes & fees
2 Sept - 3 Sept
FOUND Hotel Chicago River North
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1008)
"Great location and hotel "
The price is ฿4,388
฿5,151 total
includes taxes & fees
2 Sept - 3 Sept
Ivy Boutique Hotel
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great place to stay!"
The price is ฿3,571
฿4,192 total
includes taxes & fees
2 Sept - 3 Sept
Ohio House Motel
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2608)
"Great hotel! "
The price is ฿3,286
฿3,857 total
includes taxes & fees
2 Sept - 3 Sept
Best Western Grant Park Hotel
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (570)
"It was a wonderful place to stay! "
The price is ฿4,133
฿4,852 total
includes taxes & fees
1 Sept - 2 Sept
The Chicago Hotel Collection River North
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1699)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1037)
"Its a really nice place ,very pleased. "
The price is ฿3,836
฿4,503 total
includes taxes & fees
2 Sept - 3 Sept
Best Western River North Hotel
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9036)
"Family had a great stay. "
The price is ฿6,403
฿7,516 total
includes taxes & fees
15 Sept - 16 Sept
Congress Plaza Hotel
The Godfrey Hotel Chicago
American cuisine, al fresco dining

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1901)
"Loved the stay"
The price is ฿5,487
฿7,203 total
includes taxes & fees
2 Sept - 3 Sept
The Godfrey Hotel Chicago
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1958)
"Great stay"
The price is ฿4,418
฿5,949 total
includes taxes & fees
2 Sept - 3 Sept
Millennium Knickerbocker Chicago
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Great place abd staff!"
The price is ฿7,439
฿8,733 total
includes taxes & fees
1 Sept - 2 Sept
The Hoxton Chicago
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1822)
"Amazing place to stay"
The price is ฿3,766
฿4,421 total
includes taxes & fees
2 Sept - 3 Sept
Central Loop Hotel
Warwick Allerton - Chicago
Ballroom

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very good, (2923)
"Excellent location"
The price is ฿4,091
฿5,755 total
includes taxes & fees
2 Sept - 3 Sept
Warwick Allerton - Chicago
Club Quarters Hotel, Central Loop, Chicago
Breakfast, lunch and dinner served

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3359)
"Great location, quiet rooms "
The price is ฿3,766
฿4,421 total
includes taxes & fees
2 Sept - 3 Sept
Club Quarters Hotel, Central Loop, Chicago
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2093)
"Great spot, good location, nice rooms. "
Hotel Felix River North/Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1089)
"Great place to stay, would definitely recommend and stay here again "
The price is ฿4,411
฿5,178 total
includes taxes & fees
3 Sept - 4 Sept
The Chicago Hotel Collection Ambassador Gold Coast
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 featuring a city

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

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

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 featuring a city and modern architecture

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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Good Hotell"
Mihailo 1-night trip
Posted 1 day ago
Hilton Chicago/Magnificent Mile Suites

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 46 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.