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, (2,444 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 Rp4.261.669
Rp5.588.660 total
includes taxes & fees
26 Apr - 27 Apr
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,390 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
Tim
The price is Rp3.067.893
Rp4.077.231 total
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,481 reviews)
"Increíble hotel súper friendly staff! "
Alejandra
The price is Rp4.194.116
Rp5.592.075 total
includes taxes & fees
9 May - 10 May
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,876 reviews)
"The property was absolutely stunning and the staff was great."
Pamela
The price is Rp2.148.401
Rp3.006.543 total
includes taxes & fees
26 Apr - 27 Apr
River Hotel
River HotelThe Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (5,088 reviews)
"Great location and nice hotel! "
James
The price is Rp2.217.381
Rp2.603.141 total
includes taxes & fees
19 Apr - 20 Apr
L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 12.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (3,923 reviews)
"Beautiful hotel, well appointed rooms, friendly staff. "
Robert
The price is Rp2.485.272
Rp2.917.633 total
includes taxes & fees
26 Apr - 27 Apr
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.9 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,128 reviews)
"Great location and nicely maintained rooms "
Brianna
The price is Rp3.306.476
Rp4.536.698 total
includes taxes & fees
8 May - 9 May
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileStreeterville, 13.5 km from Sleepy Hollow
7.6 out of 10, Good, (1,299 reviews)
"I loved this hotel so much! The amenities are great and it’s a prime location with a beautiful view "
Lacey
The price is Rp1.975.030
Rp2.318.626 total
includes taxes & fees
29 Apr - 30 Apr
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11.9 km from Sleepy Hollow
8.0 out of 10, Very good, (10,134 reviews)
"Clean room, nice hotel, nice staff"
Melanie
The price is Rp2.231.498
Rp2.619.696 total
includes taxes & fees
27 Apr - 28 Apr
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, (1,371 reviews)
"Great hotel with great location. Would definitely stay here again. "
Sheila
The price is Rp2.300.404
Rp2.700.736 total
includes taxes & fees
26 Apr - 27 Apr
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, (3,653 reviews)
"Great location"
Margaret
The price is Rp3.384.170
Rp4.477.411 total
includes taxes & fees
26 Apr - 27 Apr
Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,731 reviews)
"Super friendly staff and the room was incredible!"
James
The price is Rp3.420.611
Rp4.571.930 total
includes taxes & fees
8 May - 9 May
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,183 reviews)
"Nice location and good hotel"
Taneshia
The price is Rp2.217.381
Rp2.603.446 total
includes taxes & fees
26 Apr - 27 Apr
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthRiver North, 12.6 km from Sleepy Hollow
8.6 out of 10, Excellent, (555 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
William
The price is Rp1.524.000
Rp1.789.024 total
includes taxes & fees
26 Apr - 27 Apr
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, (2,186 reviews)
"Great room, lovely staff and fantastic location "
Jessica
The price is Rp2.217.381
Rp2.603.141 total
includes taxes & fees
19 Apr - 20 Apr
Arlo Chicago
Arlo ChicagoTheatre District, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,082 reviews)
"Great location and very clean hotel with nice staff. "
Carrie
The price is Rp2.305.045
Rp3.218.984 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 Rp4.039.415
Rp5.509.039 total
includes taxes & fees
10 May - 11 May
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 12.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,234 reviews)
"Clean and quiet, very attentive staff and a great location. Would absolutely return for another stay!"
Robyn
The price is Rp2.043.826
Rp2.922.474 total
includes taxes & fees
19 Apr - 20 Apr
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, (3,430 reviews)
"Wonderful hotel, friendly and accommodating staff! "
Chevon
The price is Rp2.176.987
Rp2.555.832 total
includes taxes & fees
28 Apr - 29 Apr
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue ChicagoMagnificent Mile, 13.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,120 reviews)
"Room was gorgeous and staff very kind. "
Marilyn
The price is Rp2.862.213
Rp3.874.324 total
includes taxes & fees
30 Apr - 1 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.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
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.
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
8/10 Good
