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Top Trending Hotels Near Woodlawn, Chicago

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1312)
"He a great time, clean hotel"
The price is 4.468.867 ₫
6.017.084 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Claridge House

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4542)
"Great stay and great location"
The price is 3.467.904 ₫
4.070.972 ₫ total
includes taxes & fees
24 Aug - 25 Aug
River Hotel

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1011)
"Great stay"
The price is 3.783.168 ₫
4.441.061 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG

Best Motel By OYO Chicago I-90

2.0 star property
3.4 out of 10, (35)
"Easy, safe parking "
The price is 1.831.683 ₫
2.386.660 ₫ total
includes taxes & fees
17 Sept - 18 Sept
Best Motel By OYO Chicago I-90

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2219)
"Great stay "
The price is 2.766.442 ₫
3.710.137 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Freehand Chicago

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1949)
"Great stay"
The price is 3.336.544 ₫
4.533.635 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2084)
"Great place to stay!"
The price is 4.287.065 ₫
5.794.474 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1010)
"Everyone was nice and a great location "
The price is 3.121.114 ₫
3.663.894 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Ohio House Motel

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
8.6 out of 10, Excellent, (1796)
"Fabulous location, Happy helpful staff, great place to stay!"
The price is 3.914.528 ₫
4.595.264 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Club Quarters Hotel Wacker at Michigan, Chicago

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1087)
"Beautiful hotel, we were able to walk everywhere we needed to get to! tons of shopping and food close by. "
The price is 4.018.670 ₫
4.717.515 ₫ total
includes taxes & fees
19 Aug - 20 Aug
The Chicago Hotel Collection Ambassador Gold Coast

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3727)
"Our stay was wonderful."
The price is 3.995.971 ₫
4.690.869 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (558)
"It was a wonderful place to stay! "
The price is 3.344.793 ₫
3.926.451 ₫ total
includes taxes & fees
19 Aug - 20 Aug
The Chicago Hotel Collection River North

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (272)
"Great place. Good stay for family vacation to Chicago"
Level Chicago Fulton Market

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2311)
"Beautiful hotel , breakfast was amazing "
The price is 4.114.940 ₫
5.570.872 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Hotel Riu Plaza Chicago

ACME Hotel Company

3.5 star property
9.0 out of 10, Wonderful, (1759)
"Great place"
The price is 3.523.075 ₫
4.135.475 ₫ total
includes taxes & fees
1 Sept - 2 Sept
ACME Hotel Company

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2050)
"Very good place "
The price is 4.890.533 ₫
5.740.958 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Hyatt Centric The Loop Chicago

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2830)
"Excellent hotel in a great location."
The price is 6.150.012 ₫
7.219.498 ₫ total
includes taxes & fees
1 Sept - 2 Sept
L7 Chicago by LOTTE

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2601)
"Great hotel! "
The price is 2.880.725 ₫
3.381.684 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Best Western Grant Park Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2053)
"Perfect location, i will stay again"
The price is 3.383.834 ₫
3.972.282 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2059)
"Great place and excellent options to eat "
Hotel Felix River North/Magnificent Mile
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

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

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

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.

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.

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.