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Woodlawn Hotels, Chicago

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18 Aug - 19 Aug
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19 Aug - 20 Aug
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22 Aug - 24 Aug
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4486 Cheap Hotels in Woodlawn - Specials, Reviews, & Last Minute Deals

Best Motel By OYO Chicago I-90
Hallway

Best Motel By OYO Chicago I-90

2.0 star property
3.4 out of 10, (35)
"Easy, safe parking "
The price is NZ$153
includes taxes & fees
17 Sept - 18 Sept
Best Motel By OYO Chicago I-90
River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4542)
"Great stay and great location"
The price is NZ$262
includes taxes & fees
24 Aug - 25 Aug
River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2002)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is NZ$300
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3600)
"Great hotel"
The price is NZ$285
includes taxes & fees
24 Aug - 25 Aug
citizenM Chicago Downtown
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3080)
"Great stay!"
The price is NZ$285
includes taxes & fees
25 Aug - 26 Aug
Eurostars Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

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 NZ$372
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

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 NZ$302
includes taxes & fees
25 Aug - 26 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8974)
"lovely hotel, room was clean with comfy bed and great facilities. would definitely stay here again "
The price is NZ$373
includes taxes & fees
14 Sept - 15 Sept
Congress Plaza Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2219)
"Great stay "
The price is NZ$229
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2802)
"Clean, helpful staff and in walking distance to most places we visited."
The price is NZ$276
includes taxes & fees
1 Sept - 2 Sept
Aloft Chicago Mag Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2094)
"Nice place, perfect location for family to stay on vacation, close to lots of things"
The price is NZ$327
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (188)
"Great place "
The price is NZ$193
includes taxes & fees
2 Sept - 3 Sept
FOUND Hotel Chicago River North
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1031)
"Great location "
The price is NZ$251
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1015)
"Friendly staff and close to the places I wanted to go to "
The price is NZ$322
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn & Suites Chicago - Downtown by IHG
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1871)
"Helpful staff, beautiful hotel in a great location!"
The price is NZ$386
includes taxes & fees
2 Sept - 3 Sept
Palmer House a Hilton Hotel
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2669)
"Great and comfortable stay"
The price is NZ$285
includes taxes & fees
24 Aug - 25 Aug
Hilton Chicago/Magnificent Mile Suites
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

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 NZ$285
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2311)
"Beautiful hotel , breakfast was amazing "
The price is NZ$347
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2484)
"Had a wonderful stay here and staff was super friendly!"
The price is NZ$313
includes taxes & fees
24 Aug - 25 Aug
La Quinta Inn & Suites by Wyndham Chicago Downtown
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2049)
"Very good place "
The price is NZ$369
includes taxes & fees
21 Aug - 22 Aug
Hyatt Centric The Loop 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.
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Our guide on where to stay in Woodlawn

Find the best Woodlawn areas for the activities you enjoy most.
Downtown Chicago featuring a city

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 - River North

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 - Downtown which includes a river or creek

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.

Chicago showing a city and modern architecture

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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"N/A"
Patricia 2-night trip
Posted 21 hours ago
Hyatt Regency Chicago

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.