Hotels in Sleepy Hollow

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Check prices for these dates

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Where to stay in Sleepy Hollow?

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2107)
The price is ฿6,038
฿8,025 total
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
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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Our prices for Chicago are cheapest in January

See average prices and weather for all months
Price trends for hotels in Chicago
Pricing is based on two traveller single night rates
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Currently viewing crowd sizes and weather for August.
Weather forecast for Chicago
August
trending_upHigh crowds
High 26°C / low 20°C. Sunny most days.
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26°
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August, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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23°
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September, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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October, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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November, Moderate crowds, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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December, High crowds, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, Low crowds, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, Low crowds, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, Low crowds, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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May, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, High crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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26°
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July, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Chicago

Wrigley Field
Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area – your cultural tour starts here. If you think Wrigley Field is cool, you might also like United Center and Wrigley View Rooftop, both located nearby.

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Michigan Avenue
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

If you want to give your credit card some exercise, head out to Michigan Avenue, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at Chicago Place Mall, Water Tower Place and 900 North Michigan Shops.

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Frequently asked questions

Is Sleepy Hollow expensive to stay in?
You can find great hotels from ฿3,283 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.
How can I find discounted rates and deals for Sleepy Hollow hotels?
Unlocking discounted rates at hotels in Sleepy Hollow couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
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 areas of Near West Side and Little Village.

Find out more about Sleepy Hollow

Find out more about Sleepy Hollow

What's Sleepy Hollow like?

If you want to find the perfect part of town to visit, why not visit Sleepy Hollow? McCormick Place and Michigan Avenue are a couple of the top places in the larger area worth a visit. Popular sights worth seeing in the larger area include Navy Pier and United Center.

How to get to Sleepy Hollow

Flying to:

  • Chicago Midway Airport (MDW), 1.7 mi (2.7 km) from Sleepy Hollow
  • Chicago O'Hare International Airport (ORD), 14.1 mi (22.8 km) from Sleepy Hollow
  • Chicago, IL (PWK-Chicago Executive), 22.5 mi (36.3 km) from Sleepy Hollow

Things to see and do in and around Sleepy Hollow

Things to see near Sleepy Hollow:

  • SeatGeek Stadium (4.7 mi/7.5 km away)
  • Morton College (1.3 mi/2.1 km away)
  • S.S. Peter and Paul Church (3.9 mi/6.2 km away)
  • Bubbly Creek (4.5 mi/7.2 km away)
  • Union Stock Yard Gate (4.8 mi/7.7 km away)

Things to do near Sleepy Hollow:

  • Bridgeport Art Center (4.5 mi/7.3 km away)
  • National Museum of Mexican Art (4.6 mi/7.4 km away)
  • Zhou B Art Center (4.7 mi/7.5 km away)
  • Oak Park Conservatory (4.8 mi/7.7 km away)
  • Hawthorne Works Museum (1.4 mi/2.2 km away)

When is the best time to visit Chicago?

  • Hottest months: July, August, June, September (average 21°C)
  • Coldest months: January, February, December, March (average -1°C)
  • Rainiest months: June, May, April, October (average 144 mm of rainfall)

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