Find hotels in Sleepy Hollow, Chicago from SAR 518
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Our top choices for Sleepy Hollow hotels
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 14.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,502 reviews)
"Great place to stay "
Mark
The price is SAR 712
SAR 975 total
includes taxes & fees
26 May - 27 May
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago RiverwalkStreeterville, 13.2 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,628 reviews)
"It was very clean, beautiful place"
Grisel
The price is SAR 807
SAR 1,093 total
includes taxes & fees
25 May - 26 May
Swissotel - Chicago
Swissotel - Chicago13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,318 reviews)
"Never any complaints when I visit this beautiful location. Great staff and wonderful views. And appreciative of the great navy pier view rooms!"
Irvin
The price is SAR 772
SAR 1,050 total
includes taxes & fees
24 May - 25 May
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,472 reviews)
"Great location, convenient, very welcoming"
Claire
The price is SAR 551
SAR 655 total
includes taxes & fees
25 May - 26 May
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
8.2 out of 10, Very Good, (2,859 reviews)
"Great stay"
Darin
The price is SAR 567
SAR 785 total
includes taxes & fees
25 May - 26 May
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,943 reviews)
"Great location, friendly staff, great amenities."
Melissa
The price is SAR 756
SAR 1,015 total
includes taxes & fees
25 May - 26 May
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.9 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,159 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
Nicole
The price is SAR 722
SAR 992 total
includes taxes & fees
26 May - 27 May
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,237 reviews)
"The design of the property and location is great!"
Fedna
The price is SAR 578
SAR 687 total
includes taxes & fees
25 May - 26 May
Ivy Boutique Hotel
Ivy Boutique HotelStreeterville, 13.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,262 reviews)
"Great stay! "
Taira
The price is SAR 514
SAR 603 total
includes taxes & fees
25 May - 26 May
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile - MedicalStreeterville, 13.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,465 reviews)
"Great place to stay."
Yuge
The price is SAR 604
SAR 718 total
includes taxes & fees
25 May - 26 May
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,013 reviews)
"The breakfast was great."
Liangsheng
The price is SAR 567
SAR 674 total
includes taxes & fees
25 May - 26 May
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (4,293 reviews)
"Loved the location, staff was very friendly and the room was great for my stay."
David
The price is SAR 561
SAR 667 total
includes taxes & fees
25 May - 26 May
Millennium Hotel Knickerbocker Chicago
Millennium Hotel Knickerbocker ChicagoStreeterville, 13.8 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,991 reviews)
"Location,staff, and cleaniness were great."
Michelle
The price is SAR 537
SAR 736 total
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,517 reviews)
"Clean room , nice staff, nice view"
John Hok-Lam
The price is SAR 765
SAR 1,044 total
includes taxes & fees
25 May - 26 May
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,097 reviews)
"Great location, clean and updated room and the food was yummy"
Shannon
The price is SAR 634
SAR 865 total
includes taxes & fees
25 May - 26 May
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,886 reviews)
"A wonderful stay"
Lateia
The price is SAR 600
SAR 723 total
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileStreeterville, 13.5 km from Sleepy Hollow
7.8 out of 10, Good, (1,398 reviews)
"great place "
Jasar
The price is SAR 456
SAR 542 total
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (4,106 reviews)
"Great hotel in an amazing location!"
Samer
The price is SAR 531
SAR 738 total
includes taxes & fees
25 May - 26 May
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11.9 km from Sleepy Hollow
8.0 out of 10, Very Good, (10,207 reviews)
"Great stay"
Matthew
The price is SAR 501
SAR 596 total
includes taxes & fees
12 May - 13 May
Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very Good, (2,701 reviews)
"we've stayed there many times for years & have always been very satisfied ."
cheri
The price is SAR 436
SAR 518 total
includes taxes & fees
25 May - 26 May
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.
Where to stay in Sleepy Hollow
Find the best Sleepy Hollow areas and neighborhoods for the activities you enjoy most.
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
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 Sleepy Hollow Hotel Reviews
The Chicago Hotel Collection Ambassador Gold Coast
10/10 Excellent
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