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Top Trending Hotels Near Woodlawn, Chicago

Best Motel By OYO Chicago I-90

2.0 star property
3.4 out of 10, (45)
"Easy, safe parking "
The price is 1.847.720 ₫
2.432.998 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Best Motel By OYO Chicago I-90

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4704)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is 4.992.435 ₫
5.860.619 ₫ total
includes taxes & fees
5 Oct - 6 Oct
River Hotel

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3056)
"Perfect location, walkable to many restaurants and shops"
The price is 3.420.922 ₫
4.015.820 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Eurostars Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2076)
"Great hotel"
The price is 4.202.243 ₫
4.933.013 ₫ total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2163)
"Great hotel "
The price is 5.046.915 ₫
6.690.058 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3891)
"Absolutely loved this hotel and location. "
The price is 5.137.757 ₫
6.031.213 ₫ total
includes taxes & fees
30 Oct - 31 Oct
citizenM Chicago Downtown

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2844)
"Had a great stay!"
The price is 3.801.024 ₫
4.462.021 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Mag Mile

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3010)
"Enjoyed our stay"
The price is 3.882.588 ₫
4.557.771 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Hilton Chicago/Magnificent Mile Suites

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9275)
"Beautiful hotel!"
Congress Plaza Hotel

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2428)
"Great walkable location to all the sights! "
The price is 2.615.085 ₫
4.310.191 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Freehand Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (4022)
"We definitely will stay there again place was very nice "
The price is 4.727.524 ₫
5.549.641 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2235)
"Very nice hotel "
The price is 4.854.752 ₫
6.473.717 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1016)
"Great stay"
The price is 3.343.053 ₫
3.924.410 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Best Western River North Hotel

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2520)
"Location is great and the breakfast buffet is amazing"
The price is 4.234.530 ₫
5.714.754 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Hotel Riu Plaza Chicago

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2156)
"The hotel was quiet and clean and restaurant was right next door in addition to inside the hotel"
The price is 5.893.435 ₫
6.918.303 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Centric The Loop Chicago

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very good, (2895)
"Great location, friendly staff."
The price is 2.322.848 ₫
3.501.514 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Warwick Allerton - Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1567)
"Hotel was very comfortable and I felt very safe during my entire stay. "
The price is 3.853.816 ₫
4.523.994 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Crowne Plaza Chicago West Loop by IHG

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2560)
"Good place to stay"
The price is 4.162.649 ₫
5.351.368 ₫ total
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2374)
"Comfortable bed, bright room, good shower, very accessible location."
The price is 3.118.687 ₫
3.661.125 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Travelodge by Wyndham Downtown Chicago

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3173)
"Great stay "
The price is 5.516.764 ₫
6.476.523 ₫ total
includes taxes & fees
5 Oct - 6 Oct
voco Chicago Downtown - Riverwalk by IHG
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

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

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.

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 44 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.