Find hotels in Sleepy Hollow, Chicago from SAR 575
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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, (2,499 reviews)
"Great place to stay "
Mark
The price is SAR 715
SAR 979 total
includes taxes & fees
26 May - 27 May
Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,784 reviews)
"Clean room and great location "
Diana
The price is SAR 597
SAR 819 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, (2,156 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
Nicole
The price is SAR 753
SAR 1,029 total
includes taxes & fees
26 May - 27 May
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 12.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,259 reviews)
"Close to many attractions and shopping and nice unique hotel"
Brittany
The price is SAR 447
SAR 646 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, (10,193 reviews)
"Great stay"
Matthew
The price is SAR 501
SAR 596 total
includes taxes & fees
11 May - 12 May
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,516 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
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, (1,993 reviews)
"Had a great stay-5 stars of 5"
donald
The price is SAR 505
SAR 600 total
includes taxes & fees
25 May - 26 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, (3,314 reviews)
"Breakfasr good, view great"
Jan
The price is SAR 772
SAR 1,050 total
includes taxes & fees
24 May - 25 May
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, (3,710 reviews)
"Amazing hotel and staff!"
erin
The price is SAR 698
SAR 940 total
includes taxes & fees
10 May - 11 May
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,434 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
Cynthia
The price is SAR 653
SAR 888 total
includes taxes & fees
25 May - 26 May
Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoTheatre District, 12.5 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,397 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
Erik
The price is SAR 625
SAR 849 total
includes taxes & fees
25 May - 26 May
Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,520 reviews)
"The hotel was phenomenally clean, the staff was nice !"
Rochelle
The price is SAR 540
SAR 642 total
includes taxes & fees
11 May - 12 May
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGMagnificent Mile, 13 km from Sleepy Hollow
9.2 out of 10, Wonderful, (3,051 reviews)
"Great stay all around "
Logan
The price is SAR 747
SAR 1,019 total
includes taxes & fees
26 May - 27 May
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 12.2 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,062 reviews)
"Wonderful restaurant, amazing food."
Robert
The price is SAR 499
SAR 705 total
includes taxes & fees
25 May - 26 May
Arlo Chicago
Arlo ChicagoTheatre District, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,115 reviews)
"Great place"
Dawn
The price is SAR 422
SAR 616 total
includes taxes & fees
26 May - 27 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, (2,466 reviews)
"Great location, convenient, very welcoming"
Claire
The price is SAR 551
SAR 655 total
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastGold Coast, 13.9 km from Sleepy Hollow
8.2 out of 10, Very Good, (1,425 reviews)
"Clean rooms, staff was prompt, bar was awesome!"
Sterling
The price is SAR 502
SAR 597 total
includes taxes & fees
12 May - 13 May
River Hotel
River HotelThe Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (5,191 reviews)
"Perfect for couples and the location is amazing"
Jaden
The price is SAR 784
SAR 932 total
includes taxes & fees
10 May - 11 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
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
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