Hotels in Sleepy Hollow

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Check prices for these dates

Tonight
Mar 28 - Mar 29
Tomorrow
Mar 29 - Mar 30
Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12

Where to stay in Sleepy Hollow?

Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 14.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,420 reviews)
The price is CNY1,111
CNY1,539 total
includes taxes & fees
Apr 6 - Apr 7
Sable at Navy Pier Chicago, Curio Collection by Hilton
55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 12.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (3,830 reviews)
The price is CNY1,176
CNY1,380 total
includes taxes & fees
Mar 31 - Apr 1
L7 Chicago by LOTTE
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,048 reviews)
The price is CNY1,110
CNY1,506 total
includes taxes & fees
Apr 5 - Apr 6
Arlo Chicago
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (5,035 reviews)
The price is CNY699
CNY821 total
includes taxes & fees
Apr 28 - Apr 29
River Hotel
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,463 reviews)
The price is CNY1,175
CNY1,623 total
includes taxes & fees
Apr 5 - Apr 6
Hyatt Regency Chicago
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 12.2 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,024 reviews)
The price is CNY919
CNY1,281 total
includes taxes & fees
Apr 26 - Apr 27
Staypineapple, An Iconic Hotel, The Loop
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,658 reviews)
The price is CNY846
CNY1,188 total
includes taxes & fees
Apr 5 - Apr 6
Hotel Riu Plaza Chicago
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,340 reviews)
The price is CNY929
CNY1,264 total
includes taxes & fees
Apr 5 - Apr 6
Palmer House a Hilton Hotel
Restaurant

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
13.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,346 reviews)
The price is CNY1,362
CNY1,802 total
includes taxes & fees
Mar 30 - Mar 31
Sofitel Chicago Magnificent Mile
Nightclub

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, (3,409 reviews)
The price is CNY681
CNY800 total
includes taxes & fees
Apr 12 - Apr 13
Club Quarters Hotel, Central Loop, Chicago
2 restaurants, breakfast, lunch, dinner served; American cuisine

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, (3,636 reviews)
The price is CNY1,553
CNY1,823 total
includes taxes & fees
Mar 31 - Apr 1
LondonHouse Chicago, Curio Collection by Hilton
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 12.7 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,119 reviews)
The price is CNY1,382
CNY1,907 total
includes taxes & fees
Apr 12 - Apr 13
Pendry Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,228 reviews)
The price is CNY1,226
CNY1,683 total
includes taxes & fees
Mar 30 - Mar 31
Swissotel - Chicago
Lobby sitting area

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, (2,137 reviews)
The price is CNY699
CNY821 total
includes taxes & fees
Apr 28 - Apr 29
Club Quarters Hotel Wacker at Michigan, Chicago
Lunch and dinner served

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, (1,879 reviews)
The price is CNY1,169
CNY1,552 total
includes taxes & fees
Mar 30 - Mar 31
Radisson Blu Aqua Hotel Chicago
Ice skating

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 12.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,242 reviews)
The price is CNY788
CNY1,136 total
includes taxes & fees
Apr 5 - Apr 6
Silversmith Hotel Chicago Downtown
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 12.9 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,093 reviews)
The price is CNY1,169
CNY1,616 total
includes taxes & fees
Mar 30 - Mar 31
Fairmont Chicago at Millennium Park
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,712 reviews)
The price is CNY901
CNY1,261 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 13.9 km from Sleepy Hollow
8.2 out of 10, Very Good, (1,331 reviews)
The price is CNY861
CNY1,010 total
includes taxes & fees
Mar 30 - Mar 31
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

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, (10,004 reviews)
The price is CNY793
CNY931 total
includes taxes & fees
Apr 5 - Apr 6
Congress Plaza Hotel
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 March
Currently viewing crowd sizes and weather for March.
Typical weather for Chicago
March
High 6°C / low 0°C. Cloudy most days.
View properties in March
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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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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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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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November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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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.
-6°
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
"Nice location and awesome room "
Barbara 1-night trip
Posted 1 hour ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

Is Sleepy Hollow expensive to stay in?
You can find great hotels from CNY800 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 Lower West Side.
Find out more about Sleepy Hollow

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