Sleepy Hollow Hotels near Chicago

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Jul 16 - Jul 17
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Jul 17 - Jul 18
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Jul 18 - Jul 20
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Top Trending Hotels Near Sleepy Hollow, Chicago

The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1031)
"Property was nice and a great location. Breakfast was good/convenient"
The price is P2,098
P10,446 total
includes taxes & fees
Jul 27 - Jul 28
The Chicago Hotel Collection Ambassador Gold Coast
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, (1095)
"Great stay"
The price is P1,888
P10,199 total
includes taxes & fees
Jul 27 - Jul 28
The Chicago Hotel Collection - Magnificent Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2075)
"Stayed many times, great fun!"
The price is P6,324
P8,421 total
includes taxes & fees
Aug 6 - Aug 7
Freehand 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, (2070)
"Amazing property clean comfy bedding and wonderful views"
The price is P12,965
P16,864 total
includes taxes & fees
Jul 27 - Jul 28
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1244)
"Comfy bed and linens, nice amenities and the staff checked on me via text throughout the stay. "
The price is P14,237
P18,376 total
includes taxes & fees
Jul 17 - Jul 18
Claridge House
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1869)
"Great location near bars and restaurants "
The price is P7,201
P9,784 total
includes taxes & fees
Aug 13 - Aug 14
Millennium Knickerbocker Chicago
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (516)
"The rooms were excellent"
The price is P4,312
P9,716 total
includes taxes & fees
Jul 23 - Jul 24
The Chicago Hotel Collection River North
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2226)
"Best Travelodge I have stayed at "
The price is P6,889
P8,087 total
includes taxes & fees
Aug 4 - Aug 5
Travelodge by Wyndham Downtown Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very Good, (127)
"Good hotel "
The price is P7,756
P9,105 total
includes taxes & fees
Aug 6 - Aug 7
FOUND Hotel Chicago River North
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3327)
"Great stay"
The price is P9,542
P11,201 total
includes taxes & fees
Aug 10 - Aug 11
LondonHouse Chicago, Curio Collection by Hilton
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, (1872)
"Great location "
The price is P15,073
P19,425 total
includes taxes & fees
Jul 26 - Jul 27
Hotel Felix River North/Magnificent Mile
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2546)
"Location was excellent."
The price is P8,140
P9,555 total
includes taxes & fees
Jul 24 - Jul 25
Best Western Grant Park Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3038)
"Loved our stay! "
The price is P8,981
P10,543 total
includes taxes & fees
Aug 14 - Aug 15
Eurostars Magnificent Mile
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1022)
"Great place to stay!"
The price is P6,988
P8,203 total
includes taxes & fees
Aug 4 - Aug 5
Ohio House Motel
The Godfrey Hotel Chicago
American cuisine, alfresco dining

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1896)
"Great hotel in a great location. Would definitely stay again "
The price is P9,590
P12,589 total
includes taxes & fees
Aug 10 - Aug 11
The Godfrey Hotel Chicago
Warwick Allerton - Chicago
Ballroom

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very Good, (2856)
"Just a great place to stay"
The price is P7,470
P10,331 total
includes taxes & fees
Aug 13 - Aug 14
Warwick Allerton - Chicago
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1014)
"Excellent location and great vibe. "
The price is P11,850
P13,910 total
includes taxes & fees
Aug 10 - Aug 11
The Hoxton Chicago
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very Good, (1000)
"Excellent area of Chicago with dining and shopping "
The price is P7,892
P9,264 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Express Chicago - Magnificent Mile by IHG
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 P7,847
P10,884 total
includes taxes & fees
Aug 10 - Aug 11
Thompson Chicago, by Hyatt
Hilton Chicago/Magnificent Mile Suites
Restaurant

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2452)
"We had a great time here!"
The price is P8,330
P9,779 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Chicago/Magnificent Mile Suites
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 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.

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.