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Tonight
9 Oct - 10 Oct
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10 Oct - 11 Oct
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10 Oct - 12 Oct
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17 Oct - 19 Oct

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Top Trending Hotels Near Sleepy Hollow, Chicago

River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4729)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is Rp3.380.892
Rp3.968.830 total
includes taxes & fees
22 Oct - 23 Oct
River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2080)
"Great hotel"
The price is Rp2.638.422
Rp3.097.244 total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (3071)
"The hotel has a restaurant on the first floor with patio seating and great views."
The price is Rp1.988.760
Rp2.334.604 total
includes taxes & fees
3 Nov - 4 Nov
Eurostars Magnificent Mile
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, (2179)
"Great hotel "
The price is Rp2.803.323
Rp3.855.131 total
includes taxes & fees
9 Nov - 10 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2854)
"Had a great stay!"
The price is Rp2.287.074
Rp2.684.796 total
includes taxes & fees
9 Nov - 10 Nov
Aloft Chicago Mag Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2250)
"We loved this hotel it was beautiful and convenient . "
The price is Rp3.048.106
Rp4.064.590 total
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9355)
"Beautiful hotel!"
Congress Plaza Hotel
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3925)
"Great place to stay. "
The price is Rp2.591.876
Rp3.042.603 total
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3055)
"Our stay was great"
The price is Rp2.380.711
Rp2.794.717 total
includes taxes & fees
9 Nov - 10 Nov
Hilton Chicago/Magnificent Mile Suites
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2435)
"Great place"
The price is Rp1.475.585
Rp2.023.804 total
includes taxes & fees
4 Nov - 5 Nov
Freehand Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1020)
"Great stay"
The price is Rp1.676.359
Rp1.967.712 total
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (4054)
"We definitely will stay there again place was very nice "
The price is Rp2.803.323
Rp3.290.901 total
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Regal Inn - Chicago O'Hare Airport
Lobby

Regal Inn - Chicago O'Hare Airport

2.0 star property
8.0 out of 10, Very good, (1009)
"Inexpensive, close to the airport, clean"
Regal Inn - Chicago O'Hare Airport
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (269)
"Perfect location! Tons of restaurants and shopping nearby! "
The price is Rp1.402.822
Rp1.646.772 total
includes taxes & fees
9 Nov - 10 Nov
FOUND Hotel Chicago River North
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2568)
"Great place to stay "
The price is Rp2.436.633
Rp3.327.053 total
includes taxes & fees
9 Nov - 10 Nov
Hotel Riu Plaza Chicago
Super 8 by Wyndham Chicago O'Hare Airport
Lobby

Super 8 by Wyndham Chicago O'Hare Airport

3.5 star property
7.6 out of 10, Good, (1462)
"Budget rate rooms - decent price and decent place to sleep"
The price is Rp1.266.916
Rp1.431.361 total
includes taxes & fees
19 Oct - 20 Oct
Super 8 by Wyndham Chicago O'Hare Airport
The Whitehall Hotel, BW Premier Collection
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3634)
"Great location , good breakfast"
The price is Rp1.696.224
Rp1.991.196 total
includes taxes & fees
4 Nov - 5 Nov
The Whitehall Hotel, BW Premier Collection
Comfort Suites Chicago O'Hare Airport
Exterior

Comfort Suites Chicago O'Hare Airport

3.0 star property
8.2 out of 10, Very good, (2640)
"Quiet hotel, friendly staff, shops nearby. I always stay here when flying to/from O'Hare!"
The price is Rp1.394.618
Rp1.589.585 total
includes taxes & fees
26 Oct - 27 Oct
Comfort Suites Chicago O'Hare Airport
Eaglewood Resort and Spa
Front of property – evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1003)
"Beautiful property, reasonably priced for an end of season stay. "
The price is Rp1.815.536
Rp2.379.487 total
includes taxes & fees
16 Oct - 17 Oct
Eaglewood Resort and Spa
voco Chicago Downtown - Riverwalk by IHG
Bar (on property)

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3196)
"Great stay "
The price is Rp2.638.422
Rp3.097.162 total
includes taxes & fees
9 Nov - 10 Nov
voco Chicago Downtown - Riverwalk by IHG
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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Where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas for the activities you enjoy most.
Downtown Chicago featuring a city

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 - River North

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop - Downtown featuring a river or creek

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.

Chicago featuring a city and modern architecture

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Sleepy Hollow Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great stay"
Kerek 1-night trip
Posted 1 day ago
Congress Plaza Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Sleepy Hollow?
Sleepy Hollow is a neighbourhood that travellers like for its restaurants.
If I need to cancel my hotel reservation in Sleepy Hollow, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to view the top deals on offer in Sleepy Hollow.
What can I see and do in this Chicago neighbourhood?
Hawthorne Works Museum, Balzekas Museum of Lithuanian Culture and Wintrust Sports Complex are just a few of the places to visit in and around Sleepy Hollow. When you're sightseeing around the area, United Center and Bridgeport Art Center are a couple of other sights to visit.