Hotels in Sleepy Hollow, Chicago

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11 Jul - 12 Jul
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12 Jul - 13 Jul
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11 Jul - 13 Jul
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18 Jul - 20 Jul

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Top 10 Hotels in Sleepy Hollow, Chicago

DoubleTree by Hilton Chicago - Magnificent Mile
Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1904)
"I loved the room pool view, the restaurants & the location "
The price is RM826
RM970 total
includes taxes & fees
6 Aug - 7 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
River Hotel
Elevators lead to upper floors from this grand corridor, flanked by ornate columns.

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4355)
The price is RM671
RM788 total
includes taxes & fees
24 Jul - 25 Jul
River Hotel
Eurostars Magnificent Mile
Enjoy a meal with a view at this restaurant, offering a variety of seating options and a central bar area.

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3022)
"Loved our stay! "
The price is RM615
RM722 total
includes taxes & fees
27 Jul - 28 Jul
Eurostars Magnificent Mile
Crowne Plaza Chicago West Loop by IHG
Relax in a casual, urban setting with seating areas and a prominent counter for ordering.

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1247)
"Great location and hotel "
The price is RM608
RM714 total
includes taxes & fees
13 Jul - 14 Jul
Crowne Plaza Chicago West Loop by IHG
Best Western River North Hotel
Relax on the rooftop with wicker lounge chairs and take in the city skyline views.

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1009)
"Reasonably priced, cleanliness of room, restaurant and bar within, and staff was friendly. Would highly recommend this Hotel! "
The price is RM531
RM623 total
includes taxes & fees
27 Jul - 28 Jul
Best Western River North Hotel
Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2057)
"Amazing property clean comfy bedding and wonderful views"
The price is RM955
RM1,245 total
includes taxes & fees
13 Jul - 14 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Congress Plaza Hotel
Experience grandeur in this beautifully designed ballroom with high ceilings, arched windows, and elegant table settings.

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8938)
"Great location, beautiful hotel "
The price is RM754
RM885 total
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
citizenM Chicago Downtown
Experience the vibrant city atmosphere in this urban oasis, featuring a striking geometric-patterned awning and modern architecture.

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3332)
"Great location- fun hotel"
The price is RM683
RM802 total
includes taxes & fees
7 Aug - 8 Aug
citizenM Chicago Downtown
Aloft Chicago Mag Mile
Conference room with a large, round table and six chairs, offering city views.

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2755)
"Staff was very friendly and efficient from the valet to the front desk. Good location id stay there again"
The price is RM760
RM892 total
includes taxes & fees
6 Aug - 7 Aug
Aloft Chicago Mag Mile
Hilton Chicago
Classic hotel with a symmetrical facade and central entrance.

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1988)
"Great stay! "
The price is RM781
RM1,041 total
includes taxes & fees
4 Aug - 5 Aug
Hilton Chicago
Holiday Inn & Suites Chicago - Downtown by IHG
Relax by the rooftop pool with a stunning view of the city skyline.

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1007)
"Nice place to stay"
The price is RM676
RM844 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn & Suites Chicago - Downtown by IHG
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Experience the sleek, modern architecture of this urban hotel, featuring a prominent marquee sign and vertical windows.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3520)
"Great location and the reception desk was very professional. "
The price is RM765
RM898 total
includes taxes & fees
13 Jul - 14 Jul
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago/Magnificent Mile Suites
Enjoy a sophisticated dining experience with a beautifully set table and city view.

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2426)
"Friendly staff, beautiful views, excellent location "
The price is RM719
RM844 total
includes taxes & fees
10 Aug - 11 Aug
Hilton Chicago/Magnificent Mile Suites
Freehand Chicago
Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2053)
"Stayed many times, great fun!"
The price is RM474
RM631 total
includes taxes & fees
6 Aug - 7 Aug
Freehand Chicago
The Whitehall Hotel, BW Premier Collection
Relax in a spacious room with a large bed, a smaller bed, and a comfortable seating area.

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3476)
"Great stay "
The price is RM544
RM639 total
includes taxes & fees
11 Aug - 12 Aug
The Whitehall Hotel, BW Premier Collection
The Chicago Hotel Collection River North
Enjoy a casual coffee break in our cozy coffee shop with a menu board, seating area, and unique decor.

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (511)
"The rooms were excellent"
The price is RM250
RM642 total
includes taxes & fees
14 Jul - 15 Jul
The Chicago Hotel Collection River North
Palmer House a Hilton Hotel
Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1778)
"Love this hotel"
The price is RM747
RM983 total
includes taxes & fees
8 Aug - 9 Aug
Palmer House a Hilton Hotel
Travelodge by Wyndham Downtown Chicago
Relax in the hotel lobby's spacious seating area, surrounded by a city view and comfortable sofas and armchairs.

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2232)
"Great place to stay!"
The price is RM546
RM641 total
includes taxes & fees
5 Aug - 6 Aug
Travelodge by Wyndham Downtown Chicago
La Quinta Inn & Suites by Wyndham Chicago Downtown
Experience the vibrant city at La Quinta Inn & Suites, offering a variety of rooms with city views.

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2421)
"Great hotel"
The price is RM647
RM834 total
includes taxes & fees
13 Jul - 14 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown
Silversmith Hotel Chicago Downtown
Experience the sleek lobby with a reception desk, black metal railings, and a geometric patterned wall.

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1864)
"great stay!"
Silversmith Hotel Chicago Downtown
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.

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 map

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 map

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 featuring a river or creek
The Loop map

The Loop

Michigan Avenue and Art Institute of Chicago 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 map

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.

Lincoln Park showing modern architecture and a city
Lincoln Park map

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.

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.