Woodlawn hotels in Chicago

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Our top choices for Woodlawn hotels

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.6 out of 10, (54 reviews)
"Room"
United States
Nyi
The price is HK$593
HK$728 total
includes taxes & fees
5 Mar - 6 Mar
Best Motel By OYO Chicago I-90

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (2,259 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is HK$1,007
HK$1,182 total
includes taxes & fees
5 Mar - 6 Mar
Homewood Suites by Hilton Chicago Downtown South Loop

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 10.9 km from Woodlawn
7.4 out of 10, Good, (2,522 reviews)
"Always a good stay"
Canada
Domenic
The price is HK$743
HK$872 total
includes taxes & fees
5 Mar - 6 Mar
Travelodge by Wyndham Downtown Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 13.6 km from Woodlawn
8.6 out of 10, Excellent, (2,002 reviews)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is HK$773
HK$1,090 total
includes taxes & fees
5 Mar - 6 Mar
Millennium Knickerbocker Chicago

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
West Loop, 11.3 km from Woodlawn
8.6 out of 10, Excellent, (1,006 reviews)
"Staff was very friendly. "
United States
Heidi
The price is HK$823
HK$1,059 total
includes taxes & fees
5 Mar - 6 Mar
Holiday Inn & Suites Chicago - Downtown by IHG

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 10.3 km from Woodlawn
8.2 out of 10, Very good, (2,691 reviews)
"Clean room and the staff are great. "
United States
Doug
The price is HK$618
HK$726 total
includes taxes & fees
5 Mar - 6 Mar
Best Western Grant Park Hotel

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Theatre District, 11.7 km from Woodlawn
9.0 out of 10, Wonderful, (1,011 reviews)
"Staff was friendly, breakfast was delicious and location was great!"
United States
Chelsey
The price is HK$912
HK$1,071 total
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn Majestic Chicago Theatre District

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (1,877 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is HK$922
HK$1,082 total
includes taxes & fees
18 Mar - 19 Mar
Hilton Garden Inn Chicago Downtown South Loop

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 12.1 km from Woodlawn
8.8 out of 10, Excellent, (1,531 reviews)
"great and affordable hotel"
United States
shiloh
The price is HK$870
HK$1,021 total
includes taxes & fees
22 Mar - 23 Mar
Cambria Hotel Chicago Loop - Theatre District

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,124 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is HK$773
HK$907 total
includes taxes & fees
5 Mar - 6 Mar
Aloft Chicago Mag Mile

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 10.6 km from Woodlawn
8.8 out of 10, Excellent, (1,004 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is HK$734
HK$999 total
includes taxes & fees
5 Mar - 6 Mar
Le Méridien Essex Chicago

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, (2,816 reviews)
"Great stay "
United States
Rudy
The price is HK$968
HK$1,365 total
includes taxes & fees
5 Mar - 6 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
The Loop, 12 km from Woodlawn
8.8 out of 10, Excellent, (1,204 reviews)
"Very friendly staff great location clean and kid friendly would highly recommend "
United States
Clarice
The price is HK$991
HK$1,164 total
includes taxes & fees
29 Mar - 30 Mar
Hyatt Place Chicago/Downtown - The Loop

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
The Loop, 11.9 km from Woodlawn
8.6 out of 10, Excellent, (2,719 reviews)
"Room was clean, staff were courteous and helpful, and breakfast was solid."
United States
Ian
The price is HK$773
HK$1,045 total
includes taxes & fees
22 Mar - 23 Mar
La Quinta Inn & Suites by Wyndham Chicago Downtown

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
13.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,327 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is HK$1,519
HK$2,012 total
includes taxes & fees
5 Mar - 6 Mar
Sofitel Chicago Magnificent Mile

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,661 reviews)
"The room was clean and the staff was very friendly."
United States
Andrea
The price is HK$1,020
HK$1,427 total
includes taxes & fees
1 Apr - 2 Apr
Hilton Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 13.1 km from Woodlawn
8.0 out of 10, Very good, (1,397 reviews)
"Great hotel,, like so much"
United States
Ilham
The price is HK$762
HK$894 total
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 11.6 km from Woodlawn
9.2 out of 10, Wonderful, (1,293 reviews)
"Bed was so comfortable, location was convenient. "
United States
Lisa
The price is HK$1,005
HK$1,180 total
includes taxes & fees
22 Mar - 23 Mar
Hilton Garden Inn Chicago Central Loop

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 10.8 km from Woodlawn
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is HK$1,090
HK$1,508 total
includes taxes & fees
5 Mar - 6 Mar
The Blackstone, Autograph Collection

Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
3.0 star property
River North, 12.8 km from Woodlawn
9.2 out of 10, Wonderful, (1,234 reviews)
"Polite staff and very clean room and hotel. "
United States
Shanise
The price is HK$859
HK$1,008 total
includes taxes & fees
15 Mar - 16 Mar
Fairfield Inn & Suites Chicago Downtown/River North
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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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.

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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.
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 49 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?
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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