Sleepy Hollow hotels in Chicago
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Our top choices for Sleepy Hollow hotels
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,450 reviews)
"Staff was great."
Marianne
The price is HK$1,992
HK$2,648 total
includes taxes & fees
5 Jul - 6 Jul
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, (3,755 reviews)
"Great location!"
William
The price is HK$1,719
HK$2,274 total
includes taxes & fees
19 Jul - 20 Jul
L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 12.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (4,270 reviews)
"I would absolutely stay here again! Beautiful well thought out property, within walking distance of everything."
Joel
The price is HK$2,110
HK$2,509 total
includes taxes & fees
5 Jul - 6 Jul
Swissotel - Chicago
Swissotel - Chicago13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,435 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
Sergio
The price is HK$1,600
HK$2,178 total
includes taxes & fees
5 Jul - 6 Jul
Omni Chicago Hotel
Omni Chicago HotelStreeterville, 13.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,825 reviews)
"All around great property and a wonderful location"
Bruce
The price is HK$1,198
HK$1,686 total
includes taxes & fees
5 Jul - 6 Jul
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago RiverwalkStreeterville, 13.2 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,687 reviews)
"Location was great"
Pamela
The price is HK$1,927
HK$2,570 total
includes taxes & fees
19 Jul - 20 Jul
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.9 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,231 reviews)
"Location is excellent!"
Michele
The price is HK$1,828
HK$2,453 total
includes taxes & fees
6 Jul - 7 Jul
River Hotel
River HotelThe Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (5,260 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Jody
The price is HK$1,404
HK$1,669 total
includes taxes & fees
5 Jul - 6 Jul
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile13.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,535 reviews)
"Great location and super nice hotel"
Karolina
The price is HK$1,828
HK$2,407 total
includes taxes & fees
5 Jul - 6 Jul
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,960 reviews)
"Beautiful hotel, amazing staff, perfect location. Will definitely make this a regular hotel to stay at while in Chicago."
April
The price is HK$1,855
HK$2,448 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (4,474 reviews)
"Great stay!"
Avradita
The price is HK$1,482
HK$1,762 total
includes taxes & fees
6 Jul - 7 Jul
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, (1,666 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
Zhiwen
The price is HK$1,129
HK$1,342 total
includes taxes & fees
5 Jul - 6 Jul
Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,291 reviews)
"Very great hotel"
Allesandra
The price is HK$1,098
HK$1,305 total
includes taxes & fees
5 Jul - 6 Jul
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,004 reviews)
"All around great stay. "
Nicholas
The price is HK$1,110
HK$1,320 total
includes taxes & fees
6 Jul - 7 Jul
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (4,588 reviews)
"Clean room, great breakfast and close to everything we needed"
Kyle
The price is HK$1,253
HK$1,713 total
includes taxes & fees
5 Jul - 6 Jul
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11.9 km from Sleepy Hollow
8.0 out of 10, Very good, (10,185 reviews)
"Great stay!"
Daniel
The price is HK$1,166
HK$1,386 total
includes taxes & fees
2 Jul - 3 Jul
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, (2,884 reviews)
"Excelent stay in Chicago with a great breakfast that is include. Awesome location and staff was very helpful."
Joseph
The price is HK$1,423
HK$1,922 total
includes taxes & fees
6 Jul - 7 Jul
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, (2,497 reviews)
"Good breakfast, great view from room"
Randy
The price is HK$1,418
HK$1,686 total
includes taxes & fees
2 Jul - 3 Jul
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 11.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (2,613 reviews)
"Excellent location, great staff, clean rooms "
Brigita
The price is HK$1,295
HK$1,736 total
includes taxes & fees
5 Jul - 6 Jul
The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownThe Loop, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,478 reviews)
"Incredible location, comfortable rooms, great bar and a restaurant attached! Loved staying here!"
Feng
The price is HK$1,482
HK$2,013 total
includes taxes & fees
5 Jul - 6 Jul
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.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
