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Top Trending Hotels Near Woodlawn, Chicago

Best Motel By OYO Chicago I-90

2.0 star property
3.6 out of 10, (24)
"Easy, safe parking "
The price is 2.462.894 ₫
2.956.695 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Best Motel By OYO Chicago I-90

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1895)
"Nice pool and rooms "
The price is 4.408.580 ₫
5.175.230 ₫ total
includes taxes & fees
6 Jul - 7 Jul
DoubleTree by Hilton Chicago - Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4315)
"The hotel was great from the staff to the location "
The price is 3.903.949 ₫
4.582.847 ₫ total
includes taxes & fees
6 Jul - 7 Jul
River Hotel

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3025)
"Enjoyed the stay "
The price is 3.772.944 ₫
4.429.058 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent Mile

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3277)
"Perfect stay and great customer service "
The price is 3.540.842 ₫
4.156.595 ₫ total
includes taxes & fees
7 Jul - 8 Jul
citizenM Chicago Downtown

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2041)
"Amazing stay"
The price is 5.009.631 ₫
6.640.634 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8870)
"Great location, beautiful hotel "
The price is 3.749.363 ₫
4.401.377 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2746)
"Good location, comfortable bed, staff very nice and helpful!"
The price is 3.170.321 ₫
3.721.640 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Aloft Chicago Mag Mile

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2375)
"Great stay "
The price is 4.008.753 ₫
4.705.876 ₫ total
includes taxes & fees
10 Jul - 11 Jul
Hilton Chicago/Magnificent Mile Suites

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3473)
"Great location and the reception desk was very professional. "
The price is 3.817.486 ₫
4.481.348 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1218)
"Easy check in and check out, close to a lot of restaurants, very walkable! "
The price is 4.427.969 ₫
5.198.540 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Crowne Plaza Chicago West Loop by IHG

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2025)
"Great convenient stay!"
The price is 2.570.318 ₫
3.478.656 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Freehand Chicago

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1004)
"Reasonably priced, cleanliness of room, restaurant and bar within, and staff was friendly. Would highly recommend this Hotel! "
The price is 2.886.971 ₫
3.389.014 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Best Western River North Hotel

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1007)
"Nice place to stay"
The price is 3.877.748 ₫
4.814.099 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn & Suites Chicago - Downtown by IHG

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1979)
"Great place to stay. "
The price is 4.818.888 ₫
6.425.892 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Hilton Chicago

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (1974)
"Love this location, everything was great I will most definitely stay again. "
The price is 5.197.492 ₫
6.101.427 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Hyatt Centric The Loop Chicago

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2228)
"Great place to stay!"
The price is 2.806.127 ₫
3.294.112 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Travelodge by Wyndham Downtown Chicago

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2338)
"It was a great stay! "
The price is 4.223.339 ₫
5.726.752 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Swissotel - Chicago

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1769)
"Love our stay here "
The price is 4.765.962 ₫
6.249.787 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Palmer House a Hilton Hotel

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2413)
"Great hotel"
The price is 3.749.363 ₫
4.862.906 ₫ total
includes taxes & fees
6 Jul - 7 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown
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 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 Art Institute of Chicago 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.

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.

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 41 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.