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Jul 14 - Jul 15
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Jul 18 - Jul 20
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Discover 4,674 Sleepy Hollow hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Holiday Inn Chicago O'Hare – Rosemont by IHG
Terrace/patio

Holiday Inn Chicago O'Hare – Rosemont by IHG

3.0 star property
8.8 out of 10, Excellent, (2175)
"Great stay near the airport for an early flight. "
The price is ₩142,123
₩164,392 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Chicago O'Hare – Rosemont by IHG
Arlo Chicago
Exterior

Arlo Chicago

4.0 star property
9.2 out of 10, Wonderful, (1797)
"Great stay"
The price is ₩277,842
₩366,579 total
includes taxes & fees
Aug 10 - Aug 11
Arlo Chicago
Fairmont Chicago at Millennium Park
Executive lounge

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1805)
"Great stay, great location and very polite staff "
The price is ₩315,370
₩410,632 total
includes taxes & fees
Aug 6 - Aug 7
Fairmont Chicago at Millennium Park
Warwick Allerton - Chicago
Ballroom

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very Good, (2870)
"Just a great place to stay"
The price is ₩163,882
₩230,358 total
includes taxes & fees
Jul 27 - Jul 28
Warwick Allerton - Chicago
La Quinta by Wyndham Chicago O'Hare Airport
Free daily buffet breakfast

La Quinta by Wyndham Chicago O'Hare Airport

3.0 star property
8.4 out of 10, Very Good, (1658)
"Nice hotel"
The price is ₩136,959
₩156,105 total
includes taxes & fees
Aug 11 - Aug 12
La Quinta by Wyndham Chicago O'Hare Airport
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1882)
"Great location near bars and restaurants "
The price is ₩174,899
₩237,650 total
includes taxes & fees
Aug 13 - Aug 14
Millennium Knickerbocker Chicago
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1163)
"Great location and property!"
The price is ₩190,599
₩264,371 total
includes taxes & fees
Jul 20 - Jul 21
Thompson Chicago, by Hyatt
Wyndham Chicago O'Hare
Exterior

Wyndham Chicago O'Hare

3.0 star property
8.4 out of 10, Very Good, (1012)
"Clean and friendly "
The price is ₩153,140
₩174,541 total
includes taxes & fees
Jul 20 - Jul 21
Wyndham Chicago O'Hare
Hotel Chicago Downtown, Autograph Collection by Marriott
Meeting facility

Hotel Chicago Downtown, Autograph Collection by Marriott

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Amazing stay ! "
The price is ₩274,055
₩362,079 total
includes taxes & fees
Jul 27 - Jul 28
Hotel Chicago Downtown, Autograph Collection by Marriott
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, (1898)
"Great stay! "
The price is ₩188,395
₩221,157 total
includes taxes & fees
Aug 10 - Aug 11
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Ohio House Motel
Reception

Ohio House Motel

2.5 star property
9.0 out of 10, Wonderful, (1018)
"Great place to stay!"
Ohio House Motel
Hyatt House Chicago West Loop
City view from property

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1021)
"Great hotel for families! "
The price is ₩271,438
₩318,641 total
includes taxes & fees
Aug 10 - Aug 11
Hyatt House Chicago West Loop
Holiday Inn & Suites Chicago - Downtown by IHG
Pool

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very Good, (1012)
"Nice place to stay"
The price is ₩208,227
₩260,962 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn & Suites Chicago - Downtown by IHG
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3341)
"Great stay"
The price is ₩235,288
₩276,205 total
includes taxes & fees
Aug 10 - Aug 11
LondonHouse Chicago, Curio Collection by Hilton
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2644)
"Very nice location and great restaurant on the premises "
The price is ₩316,802
₩371,893 total
includes taxes & fees
Aug 10 - Aug 11
L7 Chicago by LOTTE
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2758)
"Great location and friendly staff"
The price is ₩234,117
₩274,830 total
includes taxes & fees
Aug 10 - Aug 11
Aloft Chicago Mag Mile
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1864)
"Great location "
The price is ₩155,206
₩224,228 total
includes taxes & fees
Aug 4 - Aug 5
Hotel Felix River North/Magnificent Mile
Sonesta Simply Suites Chicago O'Hare Airport
Fridge, microwave, stovetop, dishwasher

Sonesta Simply Suites Chicago O'Hare Airport

2.0 star property
8.4 out of 10, Very Good, (1825)
"Very comfortable stay. "
The price is ₩132,744
₩151,294 total
includes taxes & fees
Aug 6 - Aug 7
Sonesta Simply Suites Chicago O'Hare Airport
The Godfrey Hotel Chicago
American cuisine, alfresco dining

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1891)
"Great hotel in a great location. Would definitely stay again "
The price is ₩232,740
₩305,548 total
includes taxes & fees
Jul 27 - Jul 28
The Godfrey Hotel Chicago
Viceroy Chicago
Exterior

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1051)
"Great location and big, spacious room. "
The price is ₩420,034
₩533,498 total
includes taxes & fees
Aug 10 - Aug 11
Viceroy 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.

Where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas and neighborhoods for the activities you enjoy most.
Downtown Chicago showing a city
Downtown Chicago map

Downtown Chicago

5 out of top 10 points of interest in this area

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 map

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop - Downtown which includes a river or creek
The Loop map

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North showing railway items, street scenes and a city
River North map

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Chicago which includes modern architecture and a city
Lincoln Park map

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

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.