Hotels in Sleepy Hollow

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Check prices for these dates

Tonight
Jan 13 - Jan 14
Tomorrow
Jan 14 - Jan 15
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Where to stay in Sleepy Hollow?

Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,059 reviews)
The price is CNY569
CNY668 total
includes taxes & fees
Jan 26 - Jan 27
Club Quarters Hotel Wacker at Michigan, Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 13.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,238 reviews)
The price is CNY595
CNY698 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Chicago - Magnificent Mile
Nightclub
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 11.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (3,365 reviews)
The price is CNY569
CNY668 total
includes taxes & fees
Jan 26 - Jan 27
Club Quarters Hotel, Central Loop, Chicago
Rooftop bar, alfresco dining, open daily
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 12.8 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,976 reviews)
The price is CNY551
CNY810 total
includes taxes & fees
Feb 10 - Feb 11
The Godfrey Hotel Chicago
Exterior
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
River North, 12 km from Sleepy Hollow
8.8 out of 10, Excellent, (3,594 reviews)
The price is CNY872
CNY1,023 total
includes taxes & fees
Jan 18 - Jan 19
voco Chicago Downtown - Riverwalk by IHG
Exterior
Arlo Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,938 reviews)
The price is CNY758
CNY1,098 total
includes taxes & fees
Feb 4 - Feb 5
Arlo Chicago
Exterior
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,516 reviews)
The price is CNY395
CNY668 total
includes taxes & fees
Feb 1 - Feb 2
Claridge House Chicago, Tapestry Collection by Hilton
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,182 reviews)
The price is CNY653
CNY767 total
includes taxes & fees
Feb 11 - Feb 12
Eurostars Magnificent Mile
Lobby
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11.9 km from Sleepy Hollow
8.0 out of 10, Very Good, (9,766 reviews)
Congress Plaza Hotel
Restaurant
Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 11.4 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,282 reviews)
The price is CNY783
CNY920 total
includes taxes & fees
Jan 29 - Jan 30
Hilton Garden Inn Chicago Central Loop
Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (4,911 reviews)
The price is CNY569
CNY668 total
includes taxes & fees
Jan 26 - Jan 27
River Hotel
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,044 reviews)
The price is CNY537
CNY630 total
includes taxes & fees
Jan 19 - Jan 20
Aloft Chicago Mag Mile
Restaurant
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 11.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (2,360 reviews)
The price is CNY664
CNY954 total
includes taxes & fees
Jan 23 - Jan 24
Hyatt Centric The Loop Chicago
Lunch and dinner served
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,823 reviews)
The price is CNY976
CNY1,327 total
includes taxes & fees
Feb 1 - Feb 2
Radisson Blu Aqua Hotel Chicago
Nightclub
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,988 reviews)
The price is CNY569
CNY668 total
includes taxes & fees
Jan 26 - Jan 27
Central Loop Hotel
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (4,189 reviews)
The price is CNY718
CNY843 total
includes taxes & fees
Jan 29 - Jan 30
citizenM Chicago Downtown
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,028 reviews)
The price is CNY433
CNY713 total
includes taxes & fees
Jan 27 - Jan 28
Warwick Allerton - Chicago
Breakfast, lunch, dinner served; American cuisine
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
River North, 12.8 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,391 reviews)
The price is CNY767
CNY1,123 total
includes taxes & fees
Feb 11 - Feb 12
The Royal Sonesta Chicago River North
2 restaurants, breakfast, lunch, dinner served; American cuisine
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,534 reviews)
The price is CNY966
CNY1,134 total
includes taxes & fees
Jan 19 - Jan 20
LondonHouse Chicago, Curio Collection by Hilton
Lobby sitting area
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Streeterville, 13.3 km from Sleepy Hollow
8.4 out of 10, Very Good, (1,806 reviews)
Hotel Saint Clair- Magnificent Mile
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.
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When is the best time to visit Chicago?

Our prices for hotels in Chicago are cheapest in March
Price trends for hotels in Chicago
Pricing is based on two traveler single night rates
View properties in January
Currently viewing crowd sizes and weather for January.
Typical weather for Chicago
January
High -1°C / low -6°C. Snow likely.
View properties in January
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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6°
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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11°
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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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17°
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May, no crowd data, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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8°
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November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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3°
weather_cloudy
December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
Monthly weather averages (˚C)

Check out reviews of Sleepy Hollow hotels guests love

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"It was a minus 6 outside temperature did not really run the ac"
David 1-night trip
Posted 10 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

Is Sleepy Hollow expensive to stay in?
You can find great hotels from CNY630 in Sleepy Hollow to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Sleepy Hollow hotels?
Discover great deals on hotels in Sleepy Hollow with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Sleepy Hollow hotels.
Can I receive a refund if I cancel my Sleepy Hollow hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Sleepy Hollow hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Sleepy Hollow?
Basing yourself in Sleepy Hollow makes it easy to explore Chicago, including the neighborhoods of Near West Side and Lawndale.
Find out more about Sleepy Hollow

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