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Woodlawn Hotels, Chicago

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Check prices for these dates

Tonight
7 Jan - 8 Jan
Tomorrow
8 Jan - 9 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

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Our top choices for Woodlawn hotels

Room, 1 King Bed, Non Smoking
Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.6 out of 10, (51)
"Room"
United States
Nyi
The price is NZ$175
includes taxes & fees
9 Jan - 10 Jan
Best Motel By OYO Chicago I-90
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 12.9 km from Woodlawn
8.0 out of 10, Very good, (2693)
"Great fun place to stay close to most things in downtown "
United States
Kayla
The price is NZ$141
includes taxes & fees
1 Feb - 2 Feb
Freehand Chicago
Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (4887)
"Would stay there again"
United States
Zach
The price is NZ$166
includes taxes & fees
20 Jan - 21 Jan
River Hotel
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3014)
"Great place to stay"
United States
Elisha
The price is NZ$168
includes taxes & fees
21 Jan - 22 Jan
Aloft Chicago Mag Mile
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 13.2 km from Woodlawn
8.6 out of 10, Excellent, (3016)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is NZ$202
includes taxes & fees
1 Feb - 2 Feb
Warwick Allerton - Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 12.7 km from Woodlawn
8.2 out of 10, Very good, (2813)
"Great hotel staff and location. "
United States
Jacqueline
The price is NZ$236
includes taxes & fees
13 Jan - 14 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 12.8 km from Woodlawn
8.8 out of 10, Excellent, (2221)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is NZ$173
includes taxes & fees
13 Jan - 14 Jan
DoubleTree by Hilton Chicago - Magnificent Mile
View from room
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 13.6 km from Woodlawn
9.0 out of 10, Wonderful, (3671)
"Great hotel!"
United States
William
The price is NZ$181
includes taxes & fees
13 Jan - 14 Jan
Hilton Chicago/Magnificent Mile Suites
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 12.8 km from Woodlawn
8.6 out of 10, Excellent, (4330)
"Amazing staff and perfect location "
United States
Brandi
The price is NZ$158
includes taxes & fees
13 Jan - 14 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Rooftop bar, al fresco dining, open daily
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 13.3 km from Woodlawn
8.6 out of 10, Excellent, (1977)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is NZ$217
includes taxes & fees
1 Feb - 2 Feb
The Godfrey Hotel Chicago
Property amenity
The Wade

The Wade

The Wade
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.4 out of 10, Very good, (1578)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is NZ$205
includes taxes & fees
1 Feb - 2 Feb
The Wade
Lobby
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (9781)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (2047)
"Great stay"
United States
Kramer
The price is NZ$166
includes taxes & fees
20 Jan - 21 Jan
Club Quarters Hotel Wacker at Michigan, Chicago
Nightclub
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 11.6 km from Woodlawn
8.8 out of 10, Excellent, (3368)
"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is NZ$169
includes taxes & fees
8 Jan - 9 Jan
Club Quarters Hotel, Central Loop, Chicago
Exterior
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 14.4 km from Woodlawn
9.0 out of 10, Wonderful, (1514)
"Very nice and quiet, excellent location"
United States
Anthony
The price is NZ$174
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 13.1 km from Woodlawn
9.0 out of 10, Wonderful, (3170)
"Clean, nicely priced, nice staff, and perfectly located to food and nightlife "
United States
Calvin
The price is NZ$190
includes taxes & fees
5 Feb - 6 Feb
Eurostars Magnificent Mile
Lobby
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Theatre District, 12.2 km from Woodlawn
9.0 out of 10, Wonderful, (2373)
"Great place to stay"
United States
Genevieve
The price is NZ$265
includes taxes & fees
15 Jan - 16 Jan
The Allegro Royal Sonesta Hotel Chicago Loop
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 13 km from Woodlawn
9.0 out of 10, Wonderful, (1062)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is NZ$250
includes taxes & fees
18 Jan - 19 Jan
Hyatt Centric Chicago Magnificent Mile
Lobby
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 13 km from Woodlawn
8.6 out of 10, Excellent, (5520)
"Great stay … hotel was just perfect for our vacation "
United States
Edwin
The price is NZ$190
includes taxes & fees
21 Jan - 22 Jan
Embassy Suites by Hilton Chicago Downtown River North
Bar (on property)
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 13.6 km from Woodlawn
8.2 out of 10, Very good, (3854)
"great location"
Mexico
Isabel
The price is NZ$155
includes taxes & fees
13 Jan - 14 Jan
The Whitehall Hotel, BW Premier Collection
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.
View all properties

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

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 - River North

Magnificent Mile

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

The Loop - Downtown which includes a river or creek

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.

Chicago showing rides

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top Woodlawn Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"I left my iPad in the room. Management was kind enough to ship it to my house. I appreciate that. "
Pedro 1-night trip
Posted 1 day ago
Eurostars Magnificent Mile

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 47 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. Lorado Taft's Midway Studios and Jackson Park Driving Range 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?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Cottage Grove Station and King Drive Station. To venture out of town, take a train from Chicago 63rd Street Station.

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