Sleepy Hollow hotels in Chicago
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Our top choices for Sleepy Hollow hotels
River Hotel
River HotelThe Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (4,981 reviews)
"Great stay, good location, accommodating staff."
Ian
The price is HK$544
HK$639 total
includes taxes & fees
1 Mar - 2 Mar
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,063 reviews)
"Great location and friendly staff. "
Pablo
The price is HK$710
HK$833 total
includes taxes & fees
23 Feb - 24 Feb
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,769 reviews)
"Great stay"
Jennifer
The price is HK$627
HK$736 total
includes taxes & fees
8 Feb - 9 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,270 reviews)
"amazing stay"
Anani
The price is HK$698
HK$819 total
includes taxes & fees
10 Feb - 11 Feb
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoTheatre District, 11.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (3,390 reviews)
"The staff was very helpful with the check in and the room was great. "
George
The price is HK$714
HK$839 total
includes taxes & fees
31 Jan - 1 Feb
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11.9 km from Sleepy Hollow
8.0 out of 10, Very good, (9,825 reviews)
"Clean room, centrally located hotel.
Food menu at bar a bit limited but loads of places around to eat at. Great stay"
Jeff
The price is HK$1,088
HK$1,278 total
includes taxes & fees
14 Feb - 15 Feb
Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,204 reviews)
"Hotel staff are nice and the rooms are clean .. This hotel is close to everything , highly recommend."
Maria Rochelle
The price is HK$674
HK$792 total
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent MileRiver North, 12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (4,346 reviews)
"All things about this hotel was good from the location to the staff"
Cisco
The price is HK$665
HK$781 total
includes taxes & fees
5 Feb - 6 Feb
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 11.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (2,361 reviews)
"Will stay again!!"
Luzabeth
The price is HK$745
HK$1,069 total
includes taxes & fees
21 Feb - 22 Feb
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,452 reviews)
"Clean room, great staff, great location "
Tiffany
The price is HK$1,226
HK$1,668 total
includes taxes & fees
15 Feb - 16 Feb
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, ChicagoThe Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,068 reviews)
"Great place"
Nicholas
The price is HK$638
HK$749 total
includes taxes & fees
1 Feb - 2 Feb
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionStreeterville, 13.5 km from Sleepy Hollow
8.2 out of 10, Very good, (3,925 reviews)
"Location, breakfast was good, room was nice. "
Traci
The price is HK$564
HK$662 total
includes taxes & fees
10 Feb - 11 Feb
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,269 reviews)
"Excellent stay, we loved it "
Melani
The price is HK$1,049
HK$1,427 total
includes taxes & fees
21 Feb - 22 Feb
The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoRiver North, 12.8 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,010 reviews)
"Loved the lounge, views and proximity to attractions."
Q. Nicole
The price is HK$561
HK$841 total
includes taxes & fees
24 Feb - 25 Feb
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,710 reviews)
"Would definitely stay again…location was perfect "
Ashley
The price is HK$790
HK$927 total
includes taxes & fees
16 Feb - 17 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, (2,805 reviews)
"Great hotel staff and location. "
Jacqueline
The price is HK$866
HK$1,246 total
includes taxes & fees
8 Feb - 9 Feb
La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownThe Loop, 11.6 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,675 reviews)
"The location is perfect, the staff was very friendly "
Aimée
The price is HK$657
HK$908 total
includes taxes & fees
6 Feb - 7 Feb
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 11.8 km from Sleepy Hollow
7.4 out of 10, Good, (2,511 reviews)
"Always a good stay"
Domenic
The price is HK$587
HK$689 total
includes taxes & fees
7 Feb - 8 Feb
Central Loop Hotel
Central Loop HotelTheatre District, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,007 reviews)
"Clean rooms, very friendly staff, and great location"
Dipayan
The price is HK$715
HK$839 total
includes taxes & fees
31 Jan - 1 Feb
Hilton Garden Inn Chicago Downtown Riverwalk
Hilton Garden Inn Chicago Downtown RiverwalkThe Loop, 12.6 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,903 reviews)
"Good staff, clean room , and location excellent"
jesus
The price is HK$715
HK$840 total
includes taxes & fees
9 Feb - 10 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 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.
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.
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.
