Hotels in Sleepy Hollow, Chicago

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Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

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Top 10 Hotels in 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, (2093)
"Great place to stay!"
The price is RM690
RM932 total
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, (2241)
"Great stay "
The price is RM435
RM585 total
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, (1328)
"Great stay highly recommend!! "
The price is RM605
RM834 total
includes taxes & fees
27 Aug - 28 Aug
Claridge House
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (209)
"Great place "
The price is RM394
RM462 total
includes taxes & fees
1 Sept - 2 Sept
FOUND Hotel Chicago River North
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 RM593
RM696 total
includes taxes & fees
3 Sept - 4 Sept
Ivy Boutique Hotel
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1007)
"Great place to stay!"
The price is RM513
RM603 total
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, (2606)
"Great hotel! "
The price is RM426
RM500 total
includes taxes & fees
2 Sept - 3 Sept
Best Western Grant Park 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, (569)
"It was a wonderful place to stay! "
The price is RM466
RM547 total
includes taxes & fees
27 Aug - 28 Aug
The Chicago Hotel Collection River North
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1696)
"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, (1900)
"Loved the stay"
The price is RM714
RM938 total
includes taxes & fees
1 Sept - 2 Sept
The Godfrey Hotel Chicago
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9022)
"Family had a great stay. "
The price is RM791
RM929 total
includes taxes & fees
14 Sept - 15 Sept
Congress Plaza Hotel
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1955)
"Great stay"
The price is RM575
RM774 total
includes taxes & fees
2 Sept - 3 Sept
Millennium Knickerbocker Chicago
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1820)
"Amazing place to stay"
The price is RM490
RM576 total
includes taxes & fees
2 Sept - 3 Sept
Central Loop Hotel
Warwick Allerton - Chicago
Ballroom

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very good, (2921)
"Excellent location"
The price is RM503
RM715 total
includes taxes & fees
2 Sept - 3 Sept
Warwick Allerton - Chicago
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, (2091)
"Great spot, good location, nice rooms. "
Hotel Felix River North/Magnificent Mile
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, (3358)
"Great location, quiet rooms "
The price is RM490
RM576 total
includes taxes & fees
2 Sept - 3 Sept
Club Quarters Hotel, Central Loop, Chicago
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2802)
"Clean, helpful staff and in walking distance to most places we visited."
The price is RM545
RM640 total
includes taxes & fees
1 Sept - 2 Sept
Aloft Chicago Mag Mile
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1037)
"Its a really nice place ,very pleased. "
The price is RM515
RM605 total
includes taxes & fees
2 Sept - 3 Sept
Best Western River North Hotel
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, (1088)
"Great place to stay, would definitely recommend and stay here again "
The price is RM574
RM674 total
includes taxes & fees
27 Aug - 28 Aug
The Chicago Hotel Collection Ambassador Gold Coast
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2664)
"Great location, clean hotel. We loved our stay, would highly recommend."
The price is RM671
RM912 total
includes taxes & fees
1 Sept - 2 Sept
Swissotel - 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 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 featuring 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.

Lincoln Park showing modern architecture and a city

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

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Overall good experience. Would go back again"
Richard 1-night trip
Posted 8 hours ago
Embassy Suites by Hilton Chicago Downtown River North

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.