Find hotels in Sleepy Hollow, Chicago from AED 307
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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, (2,378 reviews)
"Great stay"
Blake
The price is AED 487
AED 696 total
includes taxes & fees
22 Feb - 23 Feb
Swissotel - Chicago
Swissotel - Chicago13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,204 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
Jon
The price is AED 447
AED 654 total
includes taxes & fees
22 Feb - 23 Feb
Hilton Grand Vacations Club Chicago Magnificent Mile
Hilton Grand Vacations Club Chicago Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
9.2 out of 10, Wonderful, (350 reviews)
"Service was amazing and the location was perfect. Would definitely stay here again."
Ashley Nicole
The price is AED 612
AED 718 total
includes taxes & fees
25 Feb - 26 Feb
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, (2,826 reviews)
"Great stay "
Rudy
The price is AED 364
AED 536 total
includes taxes & fees
25 Feb - 26 Feb
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,867 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
Michael
The price is AED 590
AED 788 total
includes taxes & fees
22 Feb - 23 Feb
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,071 reviews)
"Great place "
Kamilah
The price is AED 621
AED 859 total
includes taxes & fees
21 Feb - 22 Feb
Ivy Boutique Hotel
Ivy Boutique HotelStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,127 reviews)
"I always stay here when in town. "
Jeffrey
Hotel EMC2, Autograph Collection
Hotel EMC2, Autograph CollectionStreeterville, 13.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,000 reviews)
"Excellent hotel"
Denise
The price is AED 584
AED 686 total
includes taxes & fees
22 Feb - 23 Feb
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, (1,003 reviews)
"Great location "
Luiza
The price is AED 327
AED 384 total
includes taxes & fees
24 Feb - 25 Feb
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
Homewood Suites by Hilton Chicago Downtown/Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.2 out of 10, Very Good, (1,004 reviews)
"Extremely courteous staff abd lovely room"
Lorri
The price is AED 372
AED 436 total
includes taxes & fees
26 Feb - 27 Feb
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.0 out of 10, Very Good, (1,406 reviews)
"Great hotel,, like so much"
Ilham
The price is AED 328
AED 385 total
includes taxes & fees
22 Feb - 23 Feb
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,373 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
Brisa
The price is AED 364
AED 531 total
includes taxes & fees
4 Mar - 5 Mar
Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very Good, (2,678 reviews)
"Clean room and the staff are great. "
Doug
The price is AED 262
AED 307 total
includes taxes & fees
1 Mar - 2 Mar
Le Méridien Essex Chicago
Le Méridien Essex ChicagoThe Loop, 11.6 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,006 reviews)
"Great place to stay..awesome staff!"
Veronica
The price is AED 311
AED 429 total
includes taxes & fees
22 Feb - 23 Feb
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 11.8 km from Sleepy Hollow
7.4 out of 10, Good, (2,517 reviews)
"Always a good stay"
Domenic
The price is AED 279
AED 328 total
includes taxes & fees
26 Feb - 27 Feb
Arlo Chicago
Arlo ChicagoTheatre District, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,979 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
Jennifer
The price is AED 403
AED 582 total
includes taxes & fees
1 Mar - 2 Mar
Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopThe Loop, 11.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,241 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
Sheila
The price is AED 385
AED 452 total
includes taxes & fees
22 Feb - 23 Feb
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 11.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,865 reviews)
"Absolutely enjoyed my time here"
Quayshaun
The price is AED 313
AED 368 total
includes taxes & fees
26 Feb - 27 Feb
citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (4,223 reviews)
"Friendly staff, cozy room, good location. "
Andrew
The price is AED 426
AED 500 total
includes taxes & fees
23 Feb - 24 Feb
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonThe Loop, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,592 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Osama
The price is AED 672
AED 789 total
includes taxes & fees
22 Feb - 23 Feb
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 Michigan Avenue and Navy Pier 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.
O'Hare
Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.
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