Hotels in Sleepy Hollow

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Check prices for these dates

Tonight
Jan 12 - Jan 13
Tomorrow
Jan 13 - Jan 14
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Where to stay in Sleepy Hollow?

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
-1°
ac_unit
January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
0°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
6°
weather_cloudy
March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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11°
weather_partly_sunny
April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
5°
17°
weather_sun
May, no crowd data, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
23°
weather_sun
June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
26°
weather_sun
July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
26°
weather_sun
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
23°
weather_sun
September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
16°
weather_sun
October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
8°
weather_partly_sunny
November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
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 3 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

Is Sleepy Hollow expensive to stay in?
You can find great hotels from CNY623 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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