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, (2,404 reviews)
"Great stay"
Blake
The price is ₹12,986
₹18,388 total
includes taxes & fees
24 Mar - 25 Mar
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,485 reviews)
"Clean room, great staff, great location "
Tiffany
The price is ₹14,126
₹19,835 total
includes taxes & fees
5 Apr - 6 Apr
Swissotel - Chicago
Swissotel - Chicago13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,230 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
Jon
The price is ₹11,230
₹16,434 total
includes taxes & fees
29 Mar - 30 Mar
Freehand Chicago
Freehand ChicagoRiver North, 12.9 km from Sleepy Hollow
8.0 out of 10, Very good, (2,798 reviews)
"I enjoyed my stay"
Emily
The price is ₹7,229
₹10,112 total
includes taxes & fees
24 Mar - 25 Mar
Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,676 reviews)
"Yes it was a great stay"
Rita
The price is ₹12,038
₹16,841 total
includes taxes & fees
1 Apr - 2 Apr
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile13.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,341 reviews)
"Staff was friendly and helpful! Great stay!"
Kristin
The price is ₹17,972
₹23,808 total
includes taxes & fees
15 Mar - 16 Mar
Pendry Chicago
Pendry ChicagoTheatre District, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,141 reviews)
"Excellent hotel and location."
Marcelo
The price is ₹18,928
₹26,013 total
includes taxes & fees
26 Mar - 27 Mar
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGMagnificent Mile, 13 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,866 reviews)
"Amazing place to stay"
victor
The price is ₹16,435
₹22,247 total
includes taxes & fees
15 Mar - 16 Mar
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11.9 km from Sleepy Hollow
8.0 out of 10, Very good, (9,939 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
Jennifer
The price is ₹15,373
₹18,046 total
includes taxes & fees
21 Mar - 22 Mar
River Hotel
River HotelThe Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (5,054 reviews)
"Great stay, good location, accommodating staff."
Ian
The price is ₹9,653
₹11,332 total
includes taxes & fees
23 Mar - 24 Mar
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, (3,648 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Osama
The price is ₹21,123
₹24,797 total
includes taxes & fees
21 Mar - 22 Mar
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, (2,827 reviews)
"Great stay "
Rudy
The price is ₹11,744
₹16,497 total
includes taxes & fees
6 Apr - 7 Apr
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,875 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
Michael
The price is ₹14,544
₹19,474 total
includes taxes & fees
5 Apr - 6 Apr
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, (2,421 reviews)
"Can't wait to go back love the hotel and the location was great."
eyulonda
The price is ₹11,449
₹13,440 total
includes taxes & fees
30 Mar - 31 Mar
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,330 reviews)
"Excellent stay, we loved it "
Melani
The price is ₹12,417
₹16,884 total
includes taxes & fees
5 Apr - 6 Apr
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,503 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
Brisa
The price is ₹12,709
₹17,521 total
includes taxes & fees
18 Mar - 19 Mar
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, (1,896 reviews)
"Absolutely enjoyed my time here"
Quayshaun
The price is ₹10,969
₹12,876 total
includes taxes & fees
5 Apr - 6 Apr
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthRiver North, 12.6 km from Sleepy Hollow
8.4 out of 10, Very good, (486 reviews)
"Amazing staff and very clean, modern rooms!"
genevieve
The price is ₹7,295
₹8,563 total
includes taxes & fees
18 Mar - 19 Mar
Arlo Chicago
Arlo ChicagoTheatre District, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,019 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
Jennifer
The price is ₹13,212
₹18,267 total
includes taxes & fees
29 Mar - 30 Mar
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, (2,115 reviews)
"Great place"
Nicholas
The price is ₹9,653
₹11,332 total
includes taxes & fees
23 Mar - 24 Mar
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
Hyatt Centric The Loop Chicago
10/10 Excellent
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