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Hotels in Woodlawn, Chicago

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Top 10 Hotels in Woodlawn, Chicago

Best Motel By OYO Chicago I-90

2.0 star property
3.2 out of 10, (32)
"Easy, safe parking "
The price is RM298
RM360 total
includes taxes & fees
31 Aug - 1 Sept
Best Motel By OYO Chicago I-90

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1949)
"Very pleasant stay!"
The price is RM680
RM798 total
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4463)
"Great place to stay."
The price is RM675
RM792 total
includes taxes & fees
7 Aug - 8 Aug
River Hotel

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3060)
"Great location and friendly staff!"
The price is RM676
RM794 total
includes taxes & fees
1 Sept - 2 Sept
Eurostars Magnificent Mile

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3491)
"Great stay"
The price is RM668
RM784 total
includes taxes & fees
26 Aug - 27 Aug
citizenM Chicago Downtown

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2050)
"Beautiful property, will definitely stay there again."
The price is RM773
RM1,031 total
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8933)
"Great place to stay."
The price is RM757
RM889 total
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1024)
"nice hotel and nice staff and close to everything "
The price is RM526
RM618 total
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3625)
"Great stay. "
The price is RM642
RM754 total
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2555)
"Great location and hotel!"
The price is RM613
RM720 total
includes taxes & fees
17 Aug - 18 Aug
Hilton Chicago/Magnificent Mile Suites

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2128)
"Location was just what needed and at an affordable price "
The price is RM448
RM726 total
includes taxes & fees
24 Aug - 25 Aug
Freehand Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1332)
"Staff was so friendly and the rooms were really clean!"
The price is RM623
RM732 total
includes taxes & fees
24 Aug - 25 Aug
Crowne Plaza Chicago West Loop by IHG

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2777)
"We love our stay here !"
The price is RM552
RM648 total
includes taxes & fees
17 Aug - 18 Aug
Aloft Chicago Mag Mile

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1009)
"Nice place to stay"
The price is RM687
RM858 total
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn & Suites Chicago - Downtown by IHG

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2032)
"Enjoyed our stay. Great location."
The price is RM599
RM828 total
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2266)
"Location, cleanness and staff were very good "
The price is RM457
RM536 total
includes taxes & fees
25 Aug - 26 Aug
Travelodge by Wyndham Downtown Chicago

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1819)
"Nice place to stay"
The price is RM740
RM976 total
includes taxes & fees
21 Aug - 22 Aug
Palmer House a Hilton Hotel

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1003)
"Great stay"
The price is RM576
RM677 total
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2452)
"It was a wonderful stay "
The price is RM611
RM792 total
includes taxes & fees
24 Aug - 25 Aug
La Quinta Inn & Suites by Wyndham Chicago Downtown

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2536)
"Hotel is amazing "
The price is RM759
RM1,016 total
includes taxes & fees
1 Sept - 2 Sept
Swissotel - Chicago
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Where to stay in Woodlawn

Find the best Woodlawn areas for the activities you enjoy most.
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 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 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.

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

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.