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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Top 10 Hotels in Sleepy Hollow, Chicago

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
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2388)
"Amazing Stay!"
The price is RM832
RM1,101 total
includes taxes & fees
10 Aug - 11 Aug
Swissotel - Chicago
Loews Chicago Hotel
Hotel entrance with a prominent sign and contemporary design.

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1490)
"Great location and rooms "
The price is RM845
RM1,126 total
includes taxes & fees
27 Jul - 28 Jul
Loews Chicago Hotel
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, (1905)
"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
Radisson Blu Aqua Hotel Chicago
Relax by the rectangular pool with marked lanes, surrounded by sun loungers and a seating area.

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1510)
"Great location and views from rooms were beautiful. "
The price is RM818
RM1,090 total
includes taxes & fees
10 Aug - 11 Aug
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Enjoy a meal in the kitchen with a large island and dining area, offering a view of the city skyline.

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1799)
"Great stay, great location and very polite staff "
The price is RM972
RM1,266 total
includes taxes & fees
8 Aug - 9 Aug
Fairmont Chicago at Millennium Park
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
Ivy Boutique Hotel
Stunning city views from a sleek, high-rise building with a dynamic design and lush greenery.

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1008)
"A great place "
The price is RM768
RM902 total
includes taxes & fees
4 Aug - 5 Aug
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Experience the hotel's inviting atmosphere, featuring a spacious lobby with large windows, comfortable seating, and a cozy reading nook.

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1888)
"Great stay! "
The price is RM581
RM682 total
includes taxes & fees
10 Aug - 11 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3293)
"Great location and stay"
The price is RM989
RM1,285 total
includes taxes & fees
6 Aug - 7 Aug
Hyatt Regency Chicago
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
Millennium Knickerbocker Chicago
Relax in a cozy retreat with a large bed, tufted headboard, and a nightstand with a lamp.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1875)
"Great location near bars and restaurants "
The price is RM577
RM778 total
includes taxes & fees
27 Jul - 28 Jul
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Premium bedding, pillow-top beds, in-room safe, desk

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1026)
"Nice hotel "
The price is RM718
RM968 total
includes taxes & fees
13 Jul - 14 Jul
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Experience the vibrant city atmosphere from this unique, circular building with a glass facade offering a glimpse into the interior.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1096)
"We enjoyed our time at this stay. "
The price is RM134
RM756 total
includes taxes & fees
13 Jul - 14 Jul
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Enjoy meals around the central dining table, surrounded by comfortable chairs and a display case.

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1663)
"Close to everything I wanted to see, friendly front desk staff"
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Experience the grand entrance of Riu Plaza Chicago Hotel, marked by a striking canopy and columns.

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2145)
"Really enjoyed our stay at this hotel. Conveniently located, spacious rooms and great buffet style breakfast. "
The price is RM828
RM1,092 total
includes taxes & fees
6 Aug - 7 Aug
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Relax in a stylish seating area with plush armchairs and a decorative partition, surrounded by ambient lighting and a patterned rug.

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2552)
"Great stay"
The price is RM610
RM716 total
includes taxes & fees
11 Aug - 12 Aug
Best Western Grant Park Hotel
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, (8939)
"Great location, beautiful hotel "
The price is RM754
RM885 total
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
Le Méridien Essex Chicago
Relax in a spacious room with a large bed, tufted headboard, and comfortable armchair, offering a city view.

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1007)
"Location is great and property was very clean "
The price is RM682
RM864 total
includes taxes & fees
4 Aug - 5 Aug
Le Méridien Essex Chicago
InterContinental Chicago Magnificent Mile by IHG
Experience the hotel's striking entrance with a view of the interior through its large windows and decorative elements.

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2020)
"Nice hotel and the staff was great."
The price is RM914
RM1,208 total
includes taxes & fees
10 Aug - 11 Aug
InterContinental Chicago Magnificent Mile 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.

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.