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, (2,478 reviews)
"Great place to stay "
Mark
The price is ₹18,255
₹24,913 total
includes taxes & fees
26 May - 27 May
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,417 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
Cynthia
The price is ₹13,931
₹18,920 total
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 12.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,239 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
Jim
The price is ₹11,233
₹16,231 total
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,991 reviews)
"Enjoyed the stay"
Adam
The price is ₹12,512
₹17,531 total
includes taxes & fees
25 May - 26 May
River Hotel
River HotelThe Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (5,143 reviews)
"Very convenient location, kind staff, and comfy rooms. "
Molly Christina
The price is ₹12,151
₹14,265 total
includes taxes & fees
30 Apr - 1 May
Arlo Chicago
Arlo ChicagoTheatre District, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,101 reviews)
"Great location! Loved staying here"
Nicole
The price is ₹22,804
₹29,925 total
includes taxes & fees
25 May - 26 May
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 11.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,967 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
Megan
The price is ₹12,330
₹14,660 total
includes taxes & fees
26 May - 27 May
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 12.2 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,054 reviews)
"Wonderful restaurant, amazing food."
Robert
The price is ₹12,528
₹17,654 total
includes taxes & fees
25 May - 26 May
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthRiver North, 12.6 km from Sleepy Hollow
8.4 out of 10, Very good, (573 reviews)
"Great location great staff great hotel!"
Refak
The price is ₹8,393
₹9,852 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, (10,160 reviews)
"Great stay"
Matthew
The price is ₹12,569
₹14,944 total
includes taxes & fees
8 May - 9 May
Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very good, (2,685 reviews)
"Great location, right across the street from the park."
Jamison
The price is ₹12,151
₹14,447 total
includes taxes & fees
26 May - 27 May
Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,759 reviews)
"Clean room and great location "
Diana
The price is ₹14,977
₹20,573 total
includes taxes & fees
25 May - 26 May
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, (1,394 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
Eric
The price is ₹12,606
₹14,800 total
includes taxes & fees
30 Apr - 1 May
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio HotelTheatre District, 11.6 km from Sleepy Hollow
8.4 out of 10, Very good, (1,011 reviews)
"A fantastic hotel for solo travelers - perfect area, close to museums and restaurants, great bar"
Michelle Renee
The price is ₹12,716
₹15,119 total
includes taxes & fees
25 May - 26 May
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, (2,228 reviews)
"Perfect location great room for the price "
Lisa
The price is ₹12,151
₹14,265 total
includes taxes & fees
30 Apr - 1 May
Freehand Chicago
Freehand ChicagoRiver North, 12.9 km from Sleepy Hollow
8.0 out of 10, Very good, (2,922 reviews)
"Great stay"
Agnes Nmabila
The price is ₹9,410
₹12,867 total
includes taxes & fees
25 May - 26 May
Central Loop Hotel
Central Loop HotelTheatre District, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,104 reviews)
"Nice hotel perfect location "
YOEL
The price is ₹12,151
₹14,447 total
includes taxes & fees
25 May - 26 May
Hotel Saint Clair- Magnificent Mile
Hotel Saint Clair- Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
8.4 out of 10, Very good, (1,892 reviews)
"Location Good"
Lisa
The price is ₹9,181
₹10,962 total
includes taxes & fees
29 Apr - 30 Apr
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.9 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,141 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
Nicole
The price is ₹16,220
₹22,603 total
includes taxes & fees
8 May - 9 May
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelThe Loop, 11.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (1,234 reviews)
"Really nice stay. "
Rachael Lindsay
The price is ₹14,242
₹16,719 total
includes taxes & fees
25 May - 26 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
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
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.
Top Sleepy Hollow Hotel Reviews
Palmer House a Hilton Hotel
10/10 Excellent
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