Photo by Richard Remington

Find hotels in Woodlawn, Chicago from $126

Most hotels are fully refundable. Because flexibility matters.

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Search over 2.9 million properties and 550 airlines worldwide.

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Discover 4,035 Woodlawn hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Room
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (1599)
"Repeat visit to the Silversmith which has become our standard for stays in Chicago. It is conveniently located near a number of dining options in the loop district, as well as theaters, the Museum of Illusions, the riverwalk, and the Art Institute of Chicago. The room with single king bed was large, and the bathroom several times larger than the one at home. The front desk staff were helpful and friendly, not only on check in and check out, but any time we passed through the lobby."
The price is $161
per night
May 27 - May 28
Silversmith Hotel Chicago Downtown
Terrace/patio
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (1346)
"Love Citizen M, stay every time I am in Chicago. Excellent rate, fun atmosphere, and walkable to everything downtown"
The price is $126
per night
May 27 - May 28
citizenM Chicago Downtown
Exterior
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3510)
"Excellent quality. Comfortable bed, nice view from 12th floor over river. Friendly staff. "
The price is $203
per night
May 27 - May 28
LondonHouse Chicago, Curio Collection by Hilton
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Lake view
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.2 out of 10, Wonderful, (1900)
"The staff was very helpful and accommodating checking in and out. "
The price is $231
per night
May 27 - May 28
Sable at Navy Pier Chicago, Curio Collection by Hilton
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1000)
"Just disappointed the rooftop was packed and had so many people on the elevator….would have liked to enjoy the rooftop just hotel guests.."
The price is $197
per night
May 27 - May 28
Virgin Hotels Chicago
Banquet hall
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1190)
"The best hotel hands down!"
The price is $371
per night
May 23 - May 24
Trump International Hotel & Tower Chicago
Room
Loews Chicago Hotel
4.5 star property
9.2 out of 10, Wonderful, (1508)
"Fantastic property!!"
The price is $169
per night
May 27 - May 28
Loews Chicago Hotel
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3486)
"Overall a great experience "
The price is $227
per night
May 28 - May 29
Hyatt Regency Chicago
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1920)
"Everything was in walking distance "
The price is $189
per night
May 27 - May 28
The Royal Sonesta Chicago Downtown
Lobby
ACME Hotel Company
3.5 star property
9.0 out of 10, Wonderful, (1397)
"I love the location and price"
The price is $126
per night
May 27 - May 28
ACME Hotel Company
Exterior
Hyatt Place Chicago/River North
3.5 star property
9.0 out of 10, Wonderful, (1378)
"It was amazing. "
The price is $153
per night
May 27 - May 28
Hyatt Place Chicago/River North
Pool
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
8.8 out of 10, Excellent, (1583)
"This has become my go to place when I am in Chicago. The staff is so nice The new restaurant Casa chi was so good."
The price is $194
per night
May 27 - May 28
InterContinental Chicago Magnificent Mile, an IHG Hotel
Exterior
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1001)
"Comfortable stay friendly staff"
The price is $161
per night
May 27 - May 28
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
Pool
Hyatt Centric Chicago Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (1296)
"Great hotel, great location. Would highly recommend. "
The price is $175
per night
May 27 - May 28
Hyatt Centric Chicago Magnificent Mile
Exterior
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2209)
"great dog friendly stay. the hotel was a little loud at night (easily hearing people when they come back after drinking/partying) but you are right in the heart of the city. "
The price is $166
per night
May 27 - May 28
Aloft Chicago Mag Mile
Front of property
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3046)
"Adrian greeted and checked us is. So was amazing and very kind and welcoming for our whole stay "
The price is $151
per night
May 27 - May 28
Club Quarters Hotel, Central Loop, Chicago
Exterior
Fairmont Chicago at Millennium Park
4.5 star property
8.6 out of 10, Excellent, (1485)
"Requested a fridge and microwave, as they do not come in each room. Wasn't there when we checked in, but came shortly and worked well. Nice hotel, but no pool and they only offer parking as a valet service for $80+ per day. Ended up parking at Aon Center for $17/day, which was VERY close. "
The price is $199
per night
May 27 - May 28
Fairmont Chicago at Millennium Park
Exterior
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
8.6 out of 10, Excellent, (1713)
"Great location where everything is walking distance!"
The price is $171
per night
May 27 - May 28
Club Quarters Hotel Wacker at Michigan, Chicago
Front of property
The Godfrey Hotel Chicago
4.5 star property
8.6 out of 10, Excellent, (1530)
"The room was extremely comfortable and once we figured out the location we realized we were accessible to a lot of amenities such as shopping, restaurants, The Pier"
The price is $152
per night
May 28 - May 29
The Godfrey Hotel Chicago
Living area
Home2 Suites by Hilton Chicago River North
3.0 star property
8.4 out of 10, Very Good, (1489)
"Nice location, nice staff."
The price is $161
per night
May 27 - May 28
Home2 Suites by Hilton Chicago River North
Don't see what you're looking for?
See all available properties in Woodlawn
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.

Frequently asked questions

What's it like in Woodlawn?

Woodlawn is a neighborhood that travelers 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 neighborhood.

How many hotels will I be able to find in the Woodlawn area?

If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 27 Woodlawn hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Woodlawn, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to view top deals in Woodlawn.

Where can I learn more about changing or cancelling my trip to Woodlawn?

To access more information about updating your trip to Woodlawn or cancelling it, go to https://www.expedia.com/service/.

What can I see and do in this Chicago neighborhood?

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 neighborhood. 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, be sure to visit other sights like 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.