Chicago Hotel Guide. Hotels in Sleepy Hollow, Chicago, United States of America

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Tonight
23 Aug - 24 Aug
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24 Aug - 25 Aug
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29 Aug - 31 Aug
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5 Sept - 7 Sept

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Top Trending Hotels Near Sleepy Hollow, Chicago

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, (2087)
"Great place to stay!"
The price is €188
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1323)
"Great stay highly recommend!! "
Claridge House
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2233)
"Great stay "
The price is €121
includes taxes & fees
2 Sept - 3 Sept
Freehand Chicago
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1688)
"Very nice hotel. "
Hotel Saint Clair- Magnificent Mile
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8984)
"Family had a great stay. "
The price is €104
includes taxes & fees
24 Aug - 25 Aug
Congress Plaza Hotel
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place to stay!"
The price is €117
includes taxes & fees
24 Aug - 25 Aug
Ohio House Motel
Hyatt Centric Chicago Magnificent Mile
Room, 1 King Bed, Corner

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1024)
"Great place to stay"
The price is €184
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric Chicago Magnificent Mile
Kinzie Hotel
Premium bedding, pillow-top beds, minibar, in-room safe

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1854)
"Beautiful stay! "
The price is €203
includes taxes & fees
1 Sept - 2 Sept
Kinzie Hotel
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1032)
"Great location "
The price is €123
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (567)
"It was a wonderful place to stay! "
The price is €119
includes taxes & fees
24 Aug - 25 Aug
The Chicago Hotel Collection River North
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1174)
"Great location, nice room and roomy bathroom and good breakfast."
The Chicago Hotel Collection - Magnificent Mile
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1950)
"Great stay"
The price is €156
includes taxes & fees
26 Aug - 27 Aug
Millennium Knickerbocker Chicago
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3064)
"Great stay!"
The price is €160
includes taxes & fees
24 Aug - 25 Aug
Eurostars Magnificent Mile
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2681)
"Great and comfortable stay"
The price is €161
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2594)
"Great hotel! "
The price is €98
includes taxes & fees
2 Sept - 3 Sept
Best Western Grant Park 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, (3739)
"Great place to stay "
The price is €143
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1086)
"Great place to stay, would definitely recommend and stay here again "
The price is €133
includes taxes & fees
24 Aug - 25 Aug
The Chicago Hotel Collection Ambassador Gold Coast
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2006)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is €151
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1003)
"Great location and hotel "
The price is €144
includes taxes & fees
25 Aug - 26 Aug
Ivy Boutique Hotel
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (273)
"The staff was excellent the amenities were a fantastic overall a great experience "
Level Chicago Fulton Market
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 which includes a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown showing a river or creek

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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 which includes a city and modern architecture

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top Sleepy Hollow Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Boutique hotel in downtown Chicago. Up to date facility, clean, quiet, good location."
Adnan 3-night trip
Posted 12 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

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?

Places you might want to visit in the area around Sleepy Hollow include Hawthorne Works Museum and Balzekas Museum of Lithuanian Culture. When you're sightseeing around the area, United Center and Bridgeport Art Center are a couple of other sights to visit.