Search 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, (2,451 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 ฿7,340
฿9,707 total
includes taxes & fees
16 Apr - 17 Apr
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 ฿7,818
฿10,306 total
includes taxes & fees
9 May - 10 May
Swissotel - Chicago
Swissotel - Chicago13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,250 reviews)
"Excellent stay."
Fenton
The price is ฿7,757
฿10,234 total
includes taxes & fees
8 May - 9 May
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 ฿6,376
฿8,426 total
includes taxes & fees
8 May - 9 May
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.9 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,111 reviews)
"lovely hotel "
alyvia
The price is ฿7,978
฿10,494 total
includes taxes & fees
25 Apr - 26 Apr
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 ฿7,021
฿9,075 total
includes taxes & fees
9 May - 10 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, (2,954 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 ฿6,504
฿8,757 total
includes taxes & fees
26 Apr - 27 Apr
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 ฿5,056
฿6,876 total
includes taxes & fees
10 May - 11 May
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,163 reviews)
"Nice location and good hotel"
Taneshia
The price is ฿4,133
฿4,852 total
includes taxes & fees
26 Apr - 27 Apr
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 ฿7,530
฿10,156 total
includes taxes & fees
10 May - 11 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, (3,648 reviews)
"One of the best hotels to stay. "
Julamad
The price is ฿8,119
฿10,471 total
includes taxes & fees
26 Apr - 27 Apr
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 ฿5,864
฿7,937 total
includes taxes & fees
12 Apr - 13 Apr
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 ฿5,450
฿6,398 total
includes taxes & fees
12 Apr - 13 Apr
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 ฿7,665
฿9,939 total
includes taxes & fees
19 Apr - 20 Apr
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,374 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
Tim
The price is ฿5,719
฿7,514 total
includes taxes & fees
8 May - 9 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, (2,411 reviews)
"Loved this hotel!"
Ellen
The price is ฿4,454
฿5,228 total
includes taxes & fees
12 Apr - 13 Apr
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 ฿5,692
฿6,682 total
includes taxes & fees
30 Apr - 1 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, (2,420 reviews)
"My family and I had a very good two night stay. I would stay here again."
Juliette
The price is ฿4,127
฿4,845 total
includes taxes & fees
12 Apr - 13 Apr
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,784 reviews)
"Great hotel "
Marina
The price is ฿4,133
฿5,755 total
includes taxes & fees
27 Apr - 28 Apr
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 ฿7,017
฿8,237 total
includes taxes & fees
8 May - 9 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 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
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
O'Hare
Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Top Sleepy Hollow Hotel Reviews
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
