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, (2,452 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
Christopher
The price is NT$7,278
NT$9,626 total
includes taxes & fees
Apr 16 - Apr 17
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,489 reviews)
"Increíble hotel súper friendly staff! "
Alejandra
The price is NT$7,764
NT$10,234 total
includes taxes & fees
May 9 - May 10
Swissotel - Chicago
Swissotel - Chicago13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,250 reviews)
"Excellent stay."
Fenton
The price is NT$7,703
NT$10,163 total
includes taxes & fees
May 8 - May 9
Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,720 reviews)
"We love staying here "
Carrie
The price is NT$6,332
NT$8,367 total
includes taxes & fees
May 8 - May 9
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.9 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,111 reviews)
"lovely hotel "
alyvia
The price is NT$7,923
NT$10,421 total
includes taxes & fees
Apr 25 - Apr 26
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,906 reviews)
"Overall a great stay."
Joshua
The price is NT$6,972
NT$9,012 total
includes taxes & fees
May 9 - May 10
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGMagnificent Mile, 13 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,955 reviews)
"I love this hotel, the staff is always amazing and warm, and its perfect for a quick staycation with the family"
Kinjal
The price is NT$5,923
NT$8,067 total
includes taxes & fees
Apr 12 - Apr 13
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, (2,822 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
Shannon
The price is NT$5,021
NT$6,828 total
includes taxes & fees
May 10 - May 11
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,164 reviews)
"Nice location and good hotel"
Taneshia
The price is NT$4,105
NT$4,819 total
includes taxes & fees
Apr 26 - Apr 27
Pendry Chicago
Pendry ChicagoTheatre District, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,137 reviews)
"Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back. "
Pablo Ibarra
The price is NT$7,477
NT$10,085 total
includes taxes & fees
May 10 - May 11
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, (3,648 reviews)
"One of the best hotels to stay. "
Julamad
The price is NT$8,559
NT$10,981 total
includes taxes & fees
Apr 12 - Apr 13
Omni Chicago Hotel
Omni Chicago HotelStreeterville, 13.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,739 reviews)
"Great hotel"
Jamal
The price is NT$5,823
NT$7,881 total
includes taxes & fees
Apr 12 - Apr 13
L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 12.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (3,892 reviews)
"Loved the stay here !"
Alisha
The price is NT$4,923
NT$5,779 total
includes taxes & fees
Apr 26 - Apr 27
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile13.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,382 reviews)
"Fantastic location and a luxury hotel for a fair price."
Cornelius
The price is NT$7,417
NT$9,640 total
includes taxes & fees
Apr 12 - Apr 13
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,375 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
Tim
The price is NT$5,679
NT$7,462 total
includes taxes & fees
May 8 - May 9
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,411 reviews)
"Loved this hotel!"
Ellen
The price is NT$4,423
NT$5,192 total
includes taxes & fees
Apr 12 - Apr 13
Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area11.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,002 reviews)
"Clean room and great staff"
Lon
The price is NT$5,652
NT$6,635 total
includes taxes & fees
Apr 30 - May 1
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, (2,420 reviews)
"My family and I had a very good two night stay. I would stay here again."
Juliette
The price is NT$4,098
NT$4,811 total
includes taxes & fees
Apr 12 - Apr 13
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,785 reviews)
"Great hotel "
Marina
The price is NT$4,105
NT$5,715 total
includes taxes & fees
Apr 27 - Apr 28
Residence Inn Chicago Downtown Magnificent Mile
Residence Inn Chicago Downtown Magnificent MileStreeterville, 13.2 km from Sleepy Hollow
9.6 out of 10, Exceptional, (497 reviews)
"Staff was friendly and always greeted us well. "
Benjamin
The price is NT$6,968
NT$8,180 total
includes taxes & fees
May 8 - May 9
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.
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.
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.
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