Photo by Richard Remington

Find hotels in Woodlawn, Chicago from ¥14,739

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

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 3,642 Woodlawn hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

River Hotel
4.0 star property
8.8 out of 10, Excellent, (3404)
"Great location for people watching and access to tourist attractions "
The price is ¥17,489
¥20,529 total
includes taxes & fees
Sep 26 - Sep 27
River Hotel
Congress Plaza Hotel
3.5 star property
7.8 out of 10, Good, (7835)
"Such an amazing historical hotel. Easily walked to things we had planned to visit. "
The price is ¥19,420
¥22,797 total
includes taxes & fees
Oct 2 - Oct 3
Congress Plaza Hotel
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2558)
"The room"
The price is ¥28,770
¥33,773 total
includes taxes & fees
Oct 1 - Oct 2
Eurostars Magnificent Mile
Freehand Chicago
4.0 star property
7.8 out of 10, Good, (1345)
"Honestly was so tired when I arrived to Chicago. I was thankful to be able to check in early so I could get some rest. I had a shared form. Everyone was quiet and respectful. Shower is fantastic. They have locks for lockers but I suggest you bring your own combination lock. They sell for $2 at WalMart. Breakfast options are delicious. The staff is amazing and if you want a safe place to drink they have a bar and open lounge area as well. Inexpensive for my two day stay and this will be the only...
The price is ¥14,739
¥21,994 total
includes taxes & fees
Oct 21 - Oct 22
Freehand Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.2 out of 10, Wonderful, (538)
"Breakfast was amazing, staff were friendly and helpful, rooms were luxurious, will definitely be staying here next time I visit Chicago!"
The price is ¥22,692
¥30,659 total
includes taxes & fees
Sep 22 - Sep 23
Hotel Riu Plaza Chicago
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (665)
"Staff very accommodating and helpful and informative when asked questions about restaurants and entertainment even events "
The price is ¥35,819
¥42,046 total
includes taxes & fees
Sep 29 - Sep 30
L7 Chicago by LOTTE
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.2 out of 10, Very Good, (2370)
"Had no complaints about our stay! Loved that it had a microwave and mini fridge. We walked to a lot of nearby tourist areas which was great. Overall loved the location and thought the staff was very nice :)"
The price is ¥23,304
¥27,356 total
includes taxes & fees
Sep 29 - Sep 30
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4.0 star property
8.0 out of 10, Very Good, (1074)
"Keegan at the front desk was very helpful and friendly. Maryana made great cocktails at the lobby bar and was also very friendly Rooms are not very big but they were very clean. Unfortunately the fridge didnt get cold, it was room temp so our leftovers from dinner went to waste. Overall good place to stay solo or as a couple "
The price is ¥18,381
¥24,719 total
includes taxes & fees
Sep 22 - Sep 23
Hotel Felix River North/Magnificent Mile
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (1971)
"We love coming to CitizenM the rooms may be small but its just a different vibe. The Workers are all super nice and will help with anything. They are just amazing with everything. There patio on the 4th floor is stunning and has a really nice view of Michigan ave."
The price is ¥24,139
¥28,338 total
includes taxes & fees
Oct 2 - Oct 3
citizenM Chicago Downtown
The Whitehall Hotel, BW Premier Collection
3.5 star property
8.0 out of 10, Very Good, (3393)
"This is a lovely small boutique hotel - an absolutely beautiful, classic hotel that is on the National Register of Historic Places. Elegant rooms with classic furniture and marble bathrooms. Can walk to everything from this hotel - cabs are easy to find on this street. Late night dining is limited but The Four Seasons is across the street and their bar dining room is open till late. "
The price is ¥17,197
¥20,189 total
includes taxes & fees
Sep 29 - Sep 30
The Whitehall Hotel, BW Premier Collection
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (1860)
"Our stay was great, close to everything we wanted to see and do. Only thing was the cost of parking per day was excessive, $62.00 A DAY! I was really disappointed that I wasn’t aware of that before we booked through Expedia. Other than the outrages price for parking the stay was great. "
The price is ¥22,095
¥25,937 total
includes taxes & fees
Sep 29 - Sep 30
DoubleTree by Hilton Chicago - Magnificent Mile
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.2 out of 10, Very Good, (2982)
"Right in the heart of the area that i needed to be. When we go back.. we would stay here again. "
The price is ¥25,066
¥29,425 total
includes taxes & fees
Oct 2 - Oct 3
Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (1333)
","
The price is ¥30,015
¥39,423 total
includes taxes & fees
Oct 3 - Oct 4
Hilton Chicago
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very Good, (1445)
"Lovely historical building!"
The price is ¥28,734
¥37,325 total
includes taxes & fees
Sep 29 - Sep 30
Palmer House a Hilton Hotel
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3219)
"Great room"
The price is ¥17,629
¥20,696 total
includes taxes & fees
Sep 30 - Oct 1
Club Quarters Hotel, Central Loop, Chicago
Hyatt Centric The Loop Chicago
4.0 star property
8.8 out of 10, Excellent, (1311)
"Staff was great enjoyed my stay."
The price is ¥31,359
¥36,811 total
includes taxes & fees
Sep 29 - Sep 30
Hyatt Centric The Loop Chicago
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1367)
"Beautiful property. Staff and amenities were excellent. Highly recommend "
The price is ¥61,544
¥72,247 total
includes taxes & fees
Oct 6 - Oct 7
Trump International Hotel & Tower Chicago
Hyatt Regency Chicago
4.0 star property
9.2 out of 10, Wonderful, (3178)
"Love it"
The price is ¥37,162
¥47,813 total
includes taxes & fees
Oct 3 - Oct 4
Hyatt Regency Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
8.2 out of 10, Very Good, (2527)
"Amazing place and well organized with great people "
The price is ¥26,844
¥31,513 total
includes taxes & fees
Oct 2 - Oct 3
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
The Royal Sonesta Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (2107)
"Great location! Beautiful property and highly recommend! "
The price is ¥30,697
¥40,603 total
includes taxes & fees
Oct 3 - Oct 4
The Royal Sonesta Chicago Downtown
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.
Save an average of 15% on thousands of hotels when you're signed in

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 30 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.