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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
3.4 out of 10, (46)
"Easy, safe parking "
The price is RM360
RM456 total
includes taxes & fees
19 Oct - 20 Oct
Best Motel By OYO Chicago I-90
Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3082)
"Very nice location and everything was a 10/10"
The price is RM457
RM537 total
includes taxes & fees
16 Nov - 17 Nov
Eurostars Magnificent Mile
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4747)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is RM662
RM777 total
includes taxes & fees
29 Oct - 30 Oct
River Hotel
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2195)
"Great hotel "
The price is RM674
RM935 total
includes taxes & fees
9 Nov - 10 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2094)
"Great hotel"
The price is RM674
RM791 total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (3954)
"Great place to stay. "
The price is RM554
RM650 total
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2867)
"Had a great stay!"
The price is RM584
RM686 total
includes taxes & fees
9 Nov - 10 Nov
Aloft Chicago Mag Mile
Hilton Chicago/Magnificent Mile Suites
3.5 star property
8.8 out of 10, Excellent, (3116)
"Our stay was great"
The price is RM477
RM560 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9428)
"Beautiful hotel!"
Congress Plaza Hotel
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2475)
"Great place"
The price is RM339
RM473 total
includes taxes & fees
10 Nov - 11 Nov
Freehand Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (2261)
"We loved this hotel it was beautiful and convenient . "
The price is RM779
RM1,038 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4084)
"Clean room , staff were friendly, a lot of restaurants in the area."
The price is RM576
RM676 total
includes taxes & fees
6 Nov - 7 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very good, (276)
"Perfect location! Tons of restaurants and shopping nearby! "
The price is RM340
RM399 total
includes taxes & fees
10 Nov - 11 Nov
FOUND Hotel Chicago River North
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2605)
"Great place to stay "
The price is RM599
RM822 total
includes taxes & fees
9 Nov - 10 Nov
Hotel Riu Plaza Chicago
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1027)
"Great stay"
The price is RM428
RM503 total
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2181)
"It was an amazing stay!"
The price is RM664
RM780 total
includes taxes & fees
16 Nov - 17 Nov
Hyatt Centric The Loop Chicago
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1600)
"Great Hotel"
The price is RM483
RM566 total
includes taxes & fees
16 Nov - 17 Nov
Crowne Plaza Chicago West Loop by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3213)
"Great stay "
The price is RM674
RM791 total
includes taxes & fees
9 Nov - 10 Nov
voco Chicago Downtown - Riverwalk by IHG
Warwick Allerton - Chicago
4.0 star property
8.4 out of 10, Very good, (2929)
"The lodging was super nice."
The price is RM389
RM581 total
includes taxes & fees
12 Nov - 13 Nov
Warwick Allerton - Chicago
Travelodge by Wyndham Downtown Chicago
2.0 star property
7.4 out of 10, Good, (2417)
"Comfortable bed, bright room, good shower, very accessible location."
The price is RM381
RM448 total
includes taxes & fees
16 Nov - 17 Nov
Travelodge by Wyndham Downtown Chicago
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

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Woodlawn Hotel Reviews

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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.