Hotels in Woodlawn

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

May 17 - May 18
Tonight
Check prices in Woodlawn for tonight, May 17 - May 18
May 18 - May 19
Tomorrow night
Check prices in Woodlawn for tomorrow night, May 18 - May 19

Featured Hotels in Woodlawn

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
6.83 mi from Woodlawn
$135 nightly
The price is $161 total per night
$161 total
May 25 - May 26
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.69 mi from Woodlawn
$152 nightly
The price is $181 total per night
$181 total
May 25 - May 26
Total with taxes and fees
River Hotel features a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 76 per night. The front desk is staffed 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a business center, and express check-in.
Pet friendly
Free WiFi
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Free Cancellation
7.87 mi from Woodlawn
$158 nightly
The price is $188 total per night
$188 total
May 25 - May 26
Total with taxes and fees
At Holiday Inn Chicago Dwtn - The Mart by IHG, guests enjoy features like an indoor pool, a 24-hour gym, and a sauna. Self parking is offered for USD 63 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, conference space, and a microwave in a common area.
Pool
Free WiFi
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.01 mi from Woodlawn
$94 nightly
The price is $112 total per night
$112 total
May 25 - May 26
Total with taxes and fees
Guests of Freehand Chicago enjoy features like a 24-hour gym, free WiFi in public areas, and express check-in. Self parking is offered for USD 64 per night. Multilingual staff at the 24-hour front desk can assist with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include express check-out, laundry facilities, and a water dispenser.
Pet friendly
Free WiFi
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.01 mi from Woodlawn
$136 nightly
The price is $162 total per night
$162 total
May 27 - May 28
Total with taxes and fees
Guests of Aloft by Marriott Chicago Mag Mile have access to an indoor pool, a gym, and free WiFi in public areas. Valet parking is offered for USD 65 per night. The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include conference space, a business center, and a microwave in a common area.
Pool
Pet friendly
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.05 mi from Woodlawn
$165 nightly
The price is $197 total per night
$197 total
May 25 - May 26
Total with taxes and fees
A 24-hour gym and free WiFi in public areas are features at Hotel Riu Plaza Chicago. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry.
Breakfast included
Free WiFi
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.22 mi from Woodlawn
$119 nightly
The price is $142 total per night
$142 total
May 26 - May 27
Total with taxes and fees
Guests of Hotel Felix River North/Magnificent Mile enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 74 per day. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and securing valuables. Other amenities at this boutique hotel include a 24-hour business center, coffee/tea in a common area, and express check-out.
Pet friendly
Free WiFi
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
8.2 mi from Woodlawn
$123 nightly
The price is $146 total per night
$146 total
May 25 - May 26
Total with taxes and fees
Guests of The Chicago Hotel Collection - Magnificent Mile enjoy features like a 24-hour gym, free WiFi in public areas, and express check-out. Self parking is available for USD 58 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Other amenities at this boutique hotel include a reception hall, wedding services, and a TV in a common area.
Pet friendly
Free WiFi
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.47 mi from Woodlawn
$130 nightly
The price is $155 total per night
$155 total
May 25 - May 26
Total with taxes and fees
At Hilton Chicago/Magnificent Mile Suites, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include conference space, a business center, and express check-out.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Woodlawn
View all properties
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.

Woodlawn hotels essential information

Accommodation
4,519 hotels
Lowest Price
$112
Highest Price
$197
Popular hotels
Congress Plaza Hotel, Hotel Riu Plaza Chicago, The Chicago Hotel Collection - Magnificent Mile, Hotel Felix River North/Magnificent Mile, River Hotel, Freehand Chicago, Holiday Inn Chicago Dwtn - The Mart by IHG, Aloft Chicago Mag Mile, Hilton Chicago/Magnificent Mile Suites

Popular places to visit

613-28 Japanese Island Jackson Park Chicago

Jackson Park

Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art scene.

See properties in Jackson Park
Jackson Park

Lorado Taft's Midway Studios

You can find out about the history of Chicago with a stop at Lorado Taft's Midway Studios. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

See properties in Lorado Taft's Midway Studios
Lorado Taft's Midway Studios

Bob-O-Link Meadow

Enjoy an outing to Bob-O-Link Meadow during your stay in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

See properties in Bob-O-Link Meadow
Bob-O-Link Meadow

Recent Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

5/5 Excellent
"Bien ubicado, buena relatprecio-calidad y excelente servicio"
A verified traveler stayed at Hotel Riu Plaza Chicago
Posted 1 hour ago
Hotel Riu Plaza Chicago

More to Explore