Find hotels in Sleepy Hollow, Chicago
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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, (2,380 reviews)
"Great stay"
Blake
The price is NT$4,163
NT$5,957 total
includes taxes & fees
Feb 22 - Feb 23
Swissotel - Chicago
Swissotel - Chicago13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,205 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
Jon
The price is NT$3,823
NT$5,594 total
includes taxes & fees
Feb 22 - Feb 23
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 NT$5,233
NT$6,143 total
includes taxes & fees
Feb 25 - Feb 26
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, (2,827 reviews)
"Great stay "
Rudy
The price is NT$3,168
NT$4,641 total
includes taxes & fees
Feb 26 - Feb 27
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,868 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
Michael
The price is NT$5,643
NT$7,441 total
includes taxes & fees
Feb 23 - Feb 24
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 NT$5,316
NT$7,347 total
includes taxes & fees
Feb 22 - Feb 23
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 NT$4,997
NT$5,866 total
includes taxes & fees
Feb 22 - Feb 23
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 NT$2,808
NT$3,297 total
includes taxes & fees
Feb 24 - Feb 25
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, (1,005 reviews)
"Extremely courteous staff abd lovely room"
Lorri
The price is NT$3,179
NT$3,732 total
includes taxes & fees
Feb 26 - Feb 27
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 NT$2,809
NT$3,297 total
includes taxes & fees
Feb 22 - Feb 23
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,377 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
Brisa
The price is NT$3,113
NT$4,540 total
includes taxes & fees
Mar 4 - Mar 5
Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very Good, (2,679 reviews)
"Clean room and the staff are great. "
Doug
The price is NT$2,238
NT$2,627 total
includes taxes & fees
Mar 1 - Mar 2
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 NT$2,657
NT$3,673 total
includes taxes & fees
Feb 22 - Feb 23
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 NT$2,388
NT$2,804 total
includes taxes & fees
Feb 26 - Feb 27
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 NT$3,446
NT$4,983 total
includes taxes & fees
Mar 1 - Mar 2
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, (2,242 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
Sheila
The price is NT$3,232
NT$3,794 total
includes taxes & fees
Feb 26 - Feb 27
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 NT$2,809
NT$3,297 total
includes taxes & fees
Feb 26 - Feb 27
citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (4,224 reviews)
"Friendly staff, cozy room, good location. "
Andrew
The price is NT$3,645
NT$4,279 total
includes taxes & fees
Mar 1 - Mar 2
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 NT$5,777
NT$6,782 total
includes taxes & fees
Feb 22 - Feb 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.
Where to stay in Sleepy Hollow
Find the best Sleepy Hollow 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.
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.
Top Sleepy Hollow Hotel Reviews
Embassy Suites by Hilton Chicago Downtown River North
10/10 Excellent
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