Chicago Hotel Guide. Hotels in Sleepy Hollow, Chicago, United States of America

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Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

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Top Trending Hotels Near Sleepy Hollow, Chicago

Our top choices for Sleepy Hollow hotels

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, (2109)
"Great place to stay!"
The price is €213
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2255)
"Great stay "
The price is €117
includes taxes & fees
2 Sept - 3 Sept
Freehand Chicago
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1341)
"Great stay highly recommend!! "
The price is €287
includes taxes & fees
31 Aug - 1 Sept
Claridge House
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1009)
"Great place to stay!"
The price is €111
includes taxes & fees
2 Sept - 3 Sept
Ohio House Motel
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2617)
"Great hotel! "
The price is €102
includes taxes & fees
2 Sept - 3 Sept
Best Western Grant Park Hotel
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1703)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile
The Godfrey Hotel Chicago
American cuisine, al fresco dining

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1907)
"Good location and great rooftop"
The price is €175
includes taxes & fees
1 Sept - 2 Sept
The Godfrey Hotel Chicago
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1012)
"Great location and hotel "
The price is €136
includes taxes & fees
3 Sept - 4 Sept
Ivy Boutique Hotel
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (213)
"Great place "
The price is €103
includes taxes & fees
2 Sept - 3 Sept
FOUND Hotel Chicago River North
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, (2102)
"Great spot, good location, nice rooms. "
Hotel Felix River North/Magnificent Mile
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1829)
"Amazing place to stay"
The price is €130
includes taxes & fees
1 Sept - 2 Sept
Central Loop Hotel
Club Quarters Hotel, Central Loop, Chicago
Breakfast, lunch and dinner served

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3367)
"Great location, quiet rooms "
The price is €130
includes taxes & fees
1 Sept - 2 Sept
Club Quarters Hotel, Central Loop, Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1039)
"Its a really nice place ,very pleased. "
The price is €119
includes taxes & fees
2 Sept - 3 Sept
Best Western River North Hotel
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (575)
"It was a wonderful place to stay! "
The price is €128
includes taxes & fees
1 Sept - 2 Sept
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, (2323)
"I had a very good stay 10 out of 10 recommend"
The price is €99
includes taxes & fees
2 Sept - 3 Sept
Travelodge by Wyndham Downtown Chicago
River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4592)
"Great stay and great location"
The price is €150
includes taxes & fees
1 Sept - 2 Sept
River Hotel
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1963)
"Great stay"
The price is €157
includes taxes & fees
2 Sept - 3 Sept
Millennium Knickerbocker Chicago
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1212)
"Great location, nice room and roomy bathroom and good breakfast."
The Chicago Hotel Collection - Magnificent Mile
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2810)
"Close to everything, easy check-in/out and friendly staff!"
The price is €130
includes taxes & fees
2 Sept - 3 Sept
Aloft Chicago Mag Mile
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9059)
"Family had a great stay. "
The price is €198
includes taxes & fees
15 Sept - 16 Sept
Congress Plaza Hotel
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 for the activities you enjoy most.
Downtown Chicago which includes a city

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

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown showing a river or creek

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

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.

Chicago which includes a city and modern architecture

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Sleepy Hollow?

Sleepy Hollow is a neighbourhood that travellers 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 reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to view the top deals on offer in Sleepy Hollow.

What can I see and do in this Chicago neighbourhood?

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.