Find hotels in Sleepy Hollow, Chicago from AED 185

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Check prices for these dates

Tonight
17 May - 18 May
Tomorrow
18 May - 19 May
Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun

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Discover 4,367 Sleepy Hollow hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

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, (2084)
"Great stay and awesome views"
The price is AED 659
AED 881 total
includes taxes & fees
27 May - 28 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2151)
"great place to stay, close to any sights and especially the lake view rooms offer a great view"
The price is AED 632
AED 850 total
includes taxes & fees
21 May - 22 May
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1451)
"Very good hotel and excellent location. "
The price is AED 731
AED 975 total
includes taxes & fees
22 May - 23 May
Loews Chicago Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1855)
"Great place to stay"
The price is AED 587
AED 689 total
includes taxes & fees
26 May - 27 May
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1440)
"great place to stay"
The price is AED 729
AED 968 total
includes taxes & fees
26 May - 27 May
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Front of property - evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1739)
"Loved this hotel will be returning "
The price is AED 757
AED 996 total
includes taxes & fees
26 May - 27 May
Fairmont Chicago at Millennium Park
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1007)
"Amazing !"
The price is AED 416
AED 488 total
includes taxes & fees
27 May - 28 May
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1756)
"Great location and rooms were great!"
The price is AED 473
AED 555 total
includes taxes & fees
28 May - 29 May
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, (3241)
"Wonderful stay in a great location! "
The price is AED 771
AED 1,013 total
includes taxes & fees
26 May - 27 May
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2237)
"Great hotel!"
The price is AED 653
AED 766 total
includes taxes & fees
26 May - 27 May
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1782)
"an excellent place to stay with "
The price is AED 430
AED 591 total
includes taxes & fees
4 Jun - 5 Jun
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Exterior

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1020)
"A great place to stay"
The price is AED 687
AED 914 total
includes taxes & fees
25 May - 26 May
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1047)
"The location of the hotel is wonderful, accesible to several shops and Michigan street. The attention of the staff was excellent very kind and attentive to the guest."
The price is AED 185
AED 752 total
includes taxes & fees
21 May - 22 May
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1593)
"Would absolutely stay here again!!"
The price is AED 420
AED 510 total
includes taxes & fees
27 May - 28 May
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1882)
"Great stay!"
The price is AED 511
AED 703 total
includes taxes & fees
26 May - 27 May
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2538)
"Good stay close to all amenities in the city."
The price is AED 372
AED 436 total
includes taxes & fees
28 May - 29 May
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8844)
"Great stay"
The price is AED 438
AED 514 total
includes taxes & fees
26 May - 27 May
Congress Plaza Hotel
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1011)
"This is a great location and stay . "
The price is AED 415
AED 543 total
includes taxes & fees
26 May - 27 May
Le Méridien Essex Chicago
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (1827)
"Great hotel and location"
The price is AED 753
AED 1,001 total
includes taxes & fees
25 May - 26 May
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1850)
"Love the historic grandeur, ideal location and wonderful staff "
The price is AED 630
AED 848 total
includes taxes & fees
28 May - 29 May
Hilton Chicago
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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Frequently asked questions

What's it like in Sleepy Hollow?

Sleepy Hollow is a neighborhood that travelers 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 room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to get the best deals available in Sleepy Hollow.

Where can I learn more about changing or cancelling my trip to Sleepy Hollow?

For more information about picking new dates or cancelling your trip to Sleepy Hollow, click here.

What can I see and do in this Chicago neighborhood?

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.