Hotels in Woodlawn
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Featured Hotels in Woodlawn

Hilton Chicago
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
6.65 mi from Woodlawn
$133 nightly
The price is $158 total per night
$158 total
Nov 27 - Nov 28
Total with taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and securing valuables. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
6.83 mi from Woodlawn
$103 nightly
The price is $123 total per night
$123 total
Nov 24 - Nov 25
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 concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
172 W Adams St Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.24 mi from Woodlawn
$119 nightly
The price is $141 total per night
$141 total
Nov 22 - Nov 23
Total with taxes and fees
At THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and conference space. Multilingual staff at the 24-hour front desk can assist with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Pet friendly
Free WiFi

The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.68 mi from Woodlawn
$161 nightly
The price is $191 total per night
$191 total
Nov 23 - Nov 24
Total with taxes and fees
The Royal Sonesta Chicago Downtown offers a 24-hour gym, conference space, and a business center. Valet parking is available for USD 80 per night. The front desk has multilingual staff standing by 24 hours a day to assist with tours/tickets and luggage storage. Additional amenities include wedding services, an ATM, and a ballroom.
Pet friendly
Free WiFi

River Hotel
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.69 mi from Woodlawn
$110 nightly
The price is $131 total per night
$131 total
Nov 26 - Nov 27
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 luggage storage. 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

The Wade
644 N Lake Shore Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.02 mi from Woodlawn
$119 nightly
The price is $141 total per night
$141 total
Nov 23 - Nov 24
Total with taxes and fees
At The Wade, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is offered for USD 86 per night. The 24-hour front desk has staff standing by to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this luxury hotel include conference space, a 24-hour business center, and express check-out.
Pool
Pet friendly

Eurostars Magnificent Mile
660 North State Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.16 mi from Woodlawn
$144 nightly
The price is $171 total per night
$171 total
Nov 22 - Nov 23
Total with taxes and fees
Guests staying at Eurostars Magnificent Mile enjoy access to a full-service spa, a gym, and a sauna. Valet parking is offered for USD 68 per night. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this spa hotel include free WiFi in public areas, meeting rooms, and conference space.
Spa
Free WiFi

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.2 mi from Woodlawn
$125 nightly
The price is $149 total per night
$149 total
Nov 11 - Nov 12
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile offers a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is offered for USD 92.44 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 meeting rooms, coffee/tea in a common area, and express check-out.
Pet friendly
Free WiFi

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.95 mi from Woodlawn
$116 nightly
The price is $138 total per night
$138 total
Nov 9 - Nov 10
Total with taxes and fees
Guests of The Chicago Hotel Collection Ambassador Gold Coast enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 82 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include conference space, express check-out, and a fireplace in the lobby.
Pet friendly
Free WiFi
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 | 4,505 hotels |
|---|---|
Lowest Price | $123 |
Highest Price | $191 |
Popular hotels | Congress Plaza Hotel, The Chicago Hotel Collection Ambassador Gold Coast, River Hotel, The Wade, The Chicago Hotel Collection - Magnificent Mile, Hilton Chicago, THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel, The Royal Sonesta Chicago Downtown, Eurostars Magnificent Mile |
Stay near popular Woodlawn attractions
Recent Reviews

The Wade
4/5 Good
"Very nice and comfortable"
A verified traveler stayed at The Wade
Posted 3 hours ago

Congress Plaza Hotel
5/5 Excellent
"This was an older hotel but very well maintained. I stayed here with my two daughters (19 & 13) and it was spacious enough for us three. We were able to see the fireworks at the pier from our room."
A verified traveler stayed at Congress Plaza Hotel
Posted 4 hours ago
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