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$563
HK$660 total
includes taxes & fees
8 Feb - 9 Feb
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,065 reviews)
"Great location and friendly staff. "
Pablo
The price is HK$710
HK$834 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$628
HK$737 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$820 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, (3,391 reviews)
"The staff was very helpful with the check in and the room was great. "
George
The price is HK$715
HK$840 total
includes taxes & fees
1 Feb - 2 Feb
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11.9 km from Sleepy Hollow
8.0 out of 10, Very good, (9,828 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$1,090
HK$1,280 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, (3,206 reviews)
"Hotel staff are nice and the rooms are clean .. This hotel is close to everything , highly recommend."
Maria Rochelle
The price is HK$675
HK$793 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$666
HK$782 total
includes taxes & fees
8 Feb - 9 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$875 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$1,227
HK$1,669 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, (2,071 reviews)
"Great place"
Nicholas
The price is HK$575
HK$675 total
includes taxes & fees
12 Feb - 13 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, (3,927 reviews)
"Location, breakfast was good, room was nice. "
Traci
The price is HK$585
HK$686 total
includes taxes & fees
8 Feb - 9 Feb
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,271 reviews)
"Excellent stay, we loved it "
Melani
The price is HK$1,050
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, (2,012 reviews)
"Clean rooms, great staff, and great location."
Romel
The price is HK$561
HK$842 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, (1,708 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, (2,806 reviews)
"Great hotel staff and location. "
Jacqueline
The price is HK$867
HK$1,247 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, (2,677 reviews)
"Room was clean, staff were courteous and helpful, and breakfast was solid."
Ian
The price is HK$677
HK$932 total
includes taxes & fees
16 Feb - 17 Feb
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 11.8 km from Sleepy Hollow
7.4 out of 10, Good, (2,512 reviews)
"Always a good stay"
Domenic
The price is HK$593
HK$696 total
includes taxes & fees
6 Feb - 7 Feb
Central Loop Hotel
Central Loop HotelTheatre District, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,009 reviews)
"Great room, wonderful and helpful happy staff"
Dr. Burt
The price is HK$715
HK$840 total
includes taxes & fees
1 Feb - 2 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$656
HK$770 total
includes taxes & fees
10 Feb - 11 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.
