Sleepy Hollow Hotels near Chicago

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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, (2050)
"Beautiful property, will definitely stay there again."
The price is P10,668
P14,215 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2531)
"Hotel is amazing "
The price is P10,347
P13,858 total
includes taxes & fees
Sep 1 - Sep 2
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1525)
"This is a nice hotel in a great neighborhood. "
The price is P11,607
P15,475 total
includes taxes & fees
Aug 17 - Aug 18
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, (1944)
"Very pleasant stay!"
The price is P9,286
P10,900 total
includes taxes & fees
Sep 1 - Sep 2
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, (1557)
"Lovely hotel and in the most convenient location"
The price is P10,728
P14,373 total
includes taxes & fees
Aug 17 - Aug 18
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Executive lounge

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1818)
"Excellent accommodation, very clean and friendly staff "
The price is P13,423
P17,448 total
includes taxes & fees
Aug 10 - Aug 11
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2776)
"We love our stay here !"
The price is P6,615
P7,766 total
includes taxes & fees
Aug 10 - Aug 11
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1004)
"Great location and hotel "
The price is P9,170
P10,764 total
includes taxes & fees
Aug 24 - Aug 25
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, (1978)
"Friendly staff, clean and great location. We’ll definitely stay here again."
The price is P7,979
P9,367 total
includes taxes & fees
Aug 20 - Aug 21
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, (3322)
"Great location and wonderful hotel. "
The price is P12,249
P16,091 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2553)
"Great location and hotel!"
The price is P8,379
P9,836 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1909)
"Great stay"
The price is P7,408
P10,065 total
includes taxes & fees
Aug 24 - Aug 25
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, (1024)
"Best place we have stayed in Chicago in a long time. "
The price is P9,274
P12,599 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1124)
"Enjoyed staying here!"
The price is P1,918
P10,359 total
includes taxes & fees
Aug 6 - Aug 7
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, (1673)
"I really enjoyed my stay here, the staff was very pleasant and the rooms great!"
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, (2265)
"Beautiful hotel , breakfast was amazing "
The price is P9,857
P13,216 total
includes taxes & fees
Aug 24 - Aug 25
Hotel Riu Plaza Chicago
The Blackstone, Autograph Collection
Meeting facility

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Pleasant with great views and a good restaurant."
The price is P11,186
P14,822 total
includes taxes & fees
Aug 7 - Aug 8
The Blackstone, Autograph Collection
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2569)
"Good location and excellent staff and service."
The price is P7,189
P8,439 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Grant Park Hotel
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8924)
"Great place to stay."
The price is P10,215
P11,991 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, (1002)
"Great place to stay at"
The price is P7,979
P10,242 total
includes taxes & fees
Aug 24 - Aug 25
Le Méridien Essex 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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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 Lake Michigan 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.

Top Sleepy Hollow Hotel Reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Beds were comfortable. Many, many great restaurants nearby."
Mary 2-night trip
Posted 8 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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.