Sleepy Hollow Hotels near Chicago
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Our top choices for Sleepy Hollow hotels
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by HiltonGold Coast, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,528 reviews)
"Great location, friendly staff and nice room"
Srinivasa
The price is P3,681
P6,023 total
includes taxes & fees
Feb 22 - Feb 23
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, (2,377 reviews)
"Great stay"
Blake
The price is P7,097
P10,306 total
includes taxes & fees
Feb 23 - Feb 24
Thompson Chicago, by Hyatt
Thompson Chicago, by HyattGold Coast, 13.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,322 reviews)
"great stay"
Loan
The price is P7,828
P10,900 total
includes taxes & fees
Mar 4 - Mar 5
citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (4,221 reviews)
"Friendly staff, cozy room, good location. "
Andrew
The price is P6,205
P7,283 total
includes taxes & fees
Feb 22 - Feb 23
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, (4,370 reviews)
"Great staff, great room, and close to everything "
George
The price is P4,707
P5,526 total
includes taxes & fees
Feb 24 - Feb 25
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop10.6 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,194 reviews)
"Great location, friendly staff, spacious room"
Mary
The price is P7,828
P9,189 total
includes taxes & fees
Mar 1 - Mar 2
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthRiver North, 12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (5,678 reviews)
"Always a great stay, clean, great breakfast, great pool. "
Zachary
The price is P6,135
P7,202 total
includes taxes & fees
Feb 22 - Feb 23
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGMagnificent Mile, 13 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,824 reviews)
"Amazing place to stay"
victor
The price is P9,336
P12,815 total
includes taxes & fees
Feb 22 - Feb 23
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,321 reviews)
"Great staff, room spotless, great price."
Robert
The price is P5,658
P6,642 total
includes taxes & fees
Feb 26 - Feb 27
The Hoxton Chicago
The Hoxton Chicago11 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,004 reviews)
"Amazing, I loved my stay"
Valerie
Canopy by Hilton Chicago Central Loop
Canopy by Hilton Chicago Central LoopThe Loop, 11.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,483 reviews)
"Great place to stay…near to many nice places to visit."
Jorge
The price is P8,036
P9,433 total
includes taxes & fees
Feb 27 - Feb 28
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, (3,618 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Osama
The price is P10,413
P12,224 total
includes taxes & fees
Feb 23 - Feb 24
Arlo Chicago
Arlo ChicagoTheatre District, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,981 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
Jennifer
The price is P7,344
P10,352 total
includes taxes & fees
Mar 1 - Mar 2
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile13.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,323 reviews)
"Staff was friendly and helpful! Great stay!"
Kristin
The price is P10,794
P14,373 total
includes taxes & fees
Feb 18 - Feb 19
Level Chicago Fulton Market
Level Chicago Fulton MarketWest Loop, 11.5 km from Sleepy Hollow
9.2 out of 10, Wonderful, (405 reviews)
"The hotel in it’s entirety was better than advertised "
Eric
Moxy Chicago Downtown
Moxy Chicago DowntownRiver North, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (890 reviews)
"Clean, friendly staff, and excellent location "
Paulina
The price is P6,262
P7,352 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,805 reviews)
"Great stay"
Jennifer
The price is P5,214
P6,120 total
includes taxes & fees
Feb 23 - Feb 24
The Emily Hotel
The Emily Hotel11.1 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,302 reviews)
"Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again. "
Mary
The price is P17,038
P20,001 total
includes taxes & fees
Feb 21 - Feb 22
Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area11.4 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,002 reviews)
"Nice hotel and staff.
"
Wendy
The price is P7,344
P8,621 total
includes taxes & fees
Feb 27 - Feb 28
Omni Chicago Hotel
Omni Chicago HotelStreeterville, 13.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,702 reviews)
"Great place to stay "
Juliet
The price is P8,768
P11,995 total
includes taxes & fees
Feb 19 - Feb 20
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 and neighborhoods 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.
O'Hare
Consider a visit to Fashion Outlets of Chicago and take some time to enjoy the abundant dining options during your time in O'Hare. If you want to see more of the city, jump on the metro at Cumberland Station or Remote Parking Station.
