Sleepy Hollow Hotels near Chicago

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Jul 7 - Jul 8
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Jul 8 - Jul 9
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Jul 11 - Jul 13
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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, (2049)
"Amazing property clean comfy bedding and wonderful views"
The price is P12,677
P16,518 total
includes taxes & fees
Jul 13 - Jul 14
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, (2368)
"It was a great stay! "
The price is P11,381
P15,016 total
includes taxes & fees
Jul 10 - Jul 11
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1480)
"Great location and rooms "
The price is P11,793
P15,633 total
includes taxes & fees
Jul 8 - Jul 9
Loews Chicago Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1901)
"Nice location Room was clean and had everything we needed "
The price is P10,895
P12,790 total
includes taxes & fees
Jul 10 - Jul 11
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
8.4 out of 10, Very Good, (1495)
"Great location and views from rooms were beautiful. "
The price is P11,868
P15,653 total
includes taxes & fees
Aug 4 - Aug 5
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Exterior

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1803)
"Great stay, great location and very polite staff "
The price is P12,922
P16,825 total
includes taxes & fees
Aug 7 - Aug 8
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2754)
"Good location, comfortable bed, staff very nice and helpful!"
The price is P8,972
P10,532 total
includes taxes & fees
Jul 8 - Jul 9
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1004)
"A great place "
The price is P9,065
P10,641 total
includes taxes & fees
Jul 9 - Jul 10
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, (1883)
"Great stay! "
The price is P8,080
P9,485 total
includes taxes & fees
Aug 7 - Aug 8
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
1 bedroom, premium bedding, pillowtop beds, in-room safe

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3267)
"Great location and stay"
The price is P13,599
P17,620 total
includes taxes & fees
Aug 6 - Aug 7
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2403)
"Friendly staff, beautiful views, excellent location "
The price is P9,547
P11,208 total
includes taxes & fees
Jul 10 - Jul 11
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1877)
"Great location near bars and restaurants "
The price is P7,505
P10,135 total
includes taxes & fees
Jul 8 - Jul 9
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Premium bedding, pillowtop beds, in-room safe, desk

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1025)
"Nice hotel "
The price is P11,229
P14,838 total
includes taxes & fees
Jul 10 - Jul 11
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Breakfast and dinner served

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1102)
"We enjoyed our time at this stay. "
The price is P432
P8,452 total
includes taxes & fees
Jul 8 - Jul 9
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, (1643)
"Great stay"
Hotel Saint Clair- Magnificent Mile
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2554)
"Great stay"
The price is P8,106
P9,515 total
includes taxes & fees
Jul 10 - Jul 11
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8910)
"Great location, beautiful hotel "
The price is P8,075
P9,479 total
includes taxes & fees
Aug 4 - Aug 5
Congress Plaza Hotel
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1004)
"Location is great and property was very clean "
The price is P9,970
P12,551 total
includes taxes & fees
Aug 4 - Aug 5
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, (1994)
"Nice hotel and the staff was great."
The price is P14,614
P18,961 total
includes taxes & fees
Jul 8 - Jul 9
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1986)
"Great stay! "
The price is P10,378
P13,839 total
includes taxes & fees
Aug 4 - Aug 5
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.

Where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas and neighborhoods 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

Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.

The Loop - Downtown showing 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 featuring 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 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.