
Hotels in Woodlawn, Chicago
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Our top choices for Woodlawn hotels

1. Best Motel By OYO Chicago I-90
Best Motel By OYO Chicago I-90Woodlawn
3.4 out of 10, (164 reviews)
The price is CA $117
CA $138 total
includes taxes & fees
Nov 16 - Nov 17

2. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoThe Loop, 11.1 km from Woodlawn
9.6 out of 10, Exceptional, (1,210 reviews)
The price is CA $159
CA $189 total
includes taxes & fees
Dec 10 - Dec 11

3. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 12.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,765 reviews)
The price is CA $159
CA $238 total
includes taxes & fees
Dec 15 - Dec 16

4. Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 10.3 km from Woodlawn
8.2 out of 10, Very good, (2,754 reviews)
The price is CA $122
CA $145 total
includes taxes & fees
Dec 7 - Dec 8

5. Le Méridien Essex Chicago
Le Méridien Essex ChicagoThe Loop, 10.6 km from Woodlawn
9.0 out of 10, Wonderful, (1,003 reviews)
The price is CA $160
CA $215 total
includes taxes & fees
Dec 7 - Dec 8

6. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (2,207 reviews)
The price is CA $138
CA $162 total
includes taxes & fees
Nov 23 - Nov 24

7. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 12.8 km from Woodlawn
8.8 out of 10, Excellent, (2,588 reviews)
The price is CA $138
CA $164 total
includes taxes & fees
Dec 7 - Dec 8

8. Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre DistrictTheatre District, 12.1 km from Woodlawn
8.8 out of 10, Excellent, (1,720 reviews)
The price is CA $156
CA $186 total
includes taxes & fees
Dec 14 - Dec 15

9. ACME Hotel Chicago, Outset Collection by Hilton
ACME Hotel Chicago, Outset Collection by HiltonRiver North, 12.9 km from Woodlawn
9.0 out of 10, Wonderful, (1,930 reviews)
The price is CA $121
CA $144 total
includes taxes & fees
Dec 7 - Dec 8

10. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 13.6 km from Woodlawn
9.0 out of 10, Wonderful, (5,070 reviews)
The price is CA $146
CA $173 total
includes taxes & fees
Dec 10 - Dec 11

11. The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionStreeterville, 13.6 km from Woodlawn
8.4 out of 10, Very good, (3,971 reviews)
The price is CA $115
CA $137 total
includes taxes & fees
Dec 7 - Dec 8

12. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopThe Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (2,537 reviews)
The price is CA $154
CA $181 total
includes taxes & fees
Nov 23 - Nov 24

13. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 10.9 km from Woodlawn
7.8 out of 10, Good, (2,977 reviews)
The price is CA $148
CA $175 total
includes taxes & fees
Dec 9 - Dec 10

14. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileStreeterville, 12.7 km from Woodlawn
8.4 out of 10, Very good, (3,022 reviews)
The price is CA $171
CA $245 total
includes taxes & fees
Dec 14 - Dec 15

15. Swissotel - Chicago
Swissotel - Chicago12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,588 reviews)
The price is CA $179
CA $263 total
includes taxes & fees
Dec 13 - Dec 14

16. River Hotel
River HotelThe Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,617 reviews)
The price is CA $141
CA $168 total
includes taxes & fees
Dec 15 - Dec 16

17. Central Loop Hotel
Central Loop HotelTheatre District, 11.6 km from Woodlawn
8.6 out of 10, Excellent, (2,350 reviews)
The price is CA $139
CA $165 total
includes taxes & fees
Dec 10 - Dec 11

18. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG12.2 km from Woodlawn
9.0 out of 10, Wonderful, (2,828 reviews)
The price is CA $164
CA $195 total
includes taxes & fees
Nov 22 - Nov 23

19. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton Market12.7 km from Woodlawn
9.0 out of 10, Wonderful, (1,310 reviews)
The price is CA $199
CA $236 total
includes taxes & fees
Nov 25 - Nov 26

20. Hilton Chicago
Hilton ChicagoThe Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (3,550 reviews)
The price is CA $193
CA $271 total
includes taxes & fees
Nov 22 - Nov 23
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.
Compare popular hotels in Woodlawn
Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included | |
|---|---|---|---|---|---|---|---|---|
![]() Best Motel By OYO Chicago I-90 | 3.4 164 reviews | View | ||||||
![]() Hilton Vacation Club Hotel Blake Chicago | 9.6 Exceptional 1,210 reviews | View | ||||||
![]() LondonHouse Chicago, Curio Collection by Hilton | 9.4 Exceptional 3,896 reviews | View | ||||||
![]() L7 CHICAGO by LOTTE HOTELS | 9.6 Exceptional 5,246 reviews | View | ||||||
![]() Hyatt Regency Chicago | 9.4 Exceptional 3,502 reviews | View |
Where to stay in Woodlawn
Find the best Woodlawn areas and neighborhoods 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.

Photo by © City of Chicago
Open Photo by © City of Chicago
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Top Woodlawn Hotel Reviews

The Royal Sonesta Chicago Downtown
10/10 Excellent
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