Sleepy Hollow Hotels near Chicago
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Our top choices for Sleepy Hollow hotels
FOUND Hotels, Chicago, Series by Marriott
FOUND Hotels, Chicago, Series by MarriottRiver North, 12.6 km from Sleepy Hollow
6.6 out of 10, (8 reviews)
"Staff from the front desk to the house keepers were all kind and so helpful even in the middle of their change over(being taken over by Marriot) the bed was comfortable and the room was clean. Great spot if youre a solo traveler or 2 people as the rooms are small."
Andi
The price is P10,629
P12,477 total
includes taxes & fees
Jul 26 - Jul 27
Freehand Chicago
Freehand ChicagoRiver North, 12.9 km from Sleepy Hollow
7.8 out of 10, Good, (3,162 reviews)
"It was very nice and staff were nice as well."
Charles
The price is P7,453
P11,786 total
includes taxes & fees
Aug 9 - Aug 10
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 14.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,583 reviews)
"The location of the hotel at Navy pier is excellent for views, sightseeing, boat rides , Hope on Hop off bus rides, 4th of July fireworks."
DEEPALI
The price is P14,766
P19,675 total
includes taxes & fees
Aug 9 - Aug 10
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastGold Coast, 13.9 km from Sleepy Hollow
8.2 out of 10, Very Good, (1,718 reviews)
"Gorgeous location, very beautiful interiors with rich history."
Carolyn
The price is P8,851
P10,523 total
includes taxes & fees
Jul 27 - Jul 28
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 11.8 km from Sleepy Hollow
7.6 out of 10, Good, (2,681 reviews)
"Friendly staff and clean, comfortable room. Luggage storage made arrival and departure convenient."
Sam
The price is P10,019
P11,912 total
includes taxes & fees
Aug 9 - Aug 10
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 12.1 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,509 reviews)
"Beautiful place to stay."
Charles Otto
The price is P16,237
P21,133 total
includes taxes & fees
Aug 9 - Aug 10
Omni Chicago Hotel
Omni Chicago HotelStreeterville, 13.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,881 reviews)
"Great location and staff was so friendly!"
Megan
The price is P13,236
P17,784 total
includes taxes & fees
Aug 9 - Aug 10
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11.9 km from Sleepy Hollow
8.0 out of 10, Very Good, (10,206 reviews)
"Great stay!"
Daniel
The price is P11,409
P13,564 total
includes taxes & fees
Aug 6 - Aug 7
Warwick Allerton - Chicago
Warwick Allerton - ChicagoStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,024 reviews)
"Great location, historic charm, friendly and helpful staff."
Peter Anthony
The price is P9,850
P13,516 total
includes taxes & fees
Aug 9 - Aug 10
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 11.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (2,636 reviews)
"Will stay again lovely"
Freddy
The price is P12,201
P16,044 total
includes taxes & fees
Jul 12 - Jul 13
Hotel 55 Chicago Downtown
Hotel 55 Chicago DowntownRiver North, 13.1 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,577 reviews)
"Great stay"
Matt
The price is P10,076
P13,806 total
includes taxes & fees
Aug 6 - Aug 7
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonThe Loop, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,785 reviews)
"good location."
Kandarp
The price is P13,350
P17,676 total
includes taxes & fees
Aug 6 - Aug 7
LIVN - West Loop Chicago
LIVN - West Loop Chicago10.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (157 reviews)
"Very nice place to stay"
Jarrett
The price is P13,455
P15,795 total
includes taxes & fees
Jul 12 - Jul 13
Hotel Saint Clair- Magnificent Mile
Hotel Saint Clair- Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
8.4 out of 10, Very Good, (2,026 reviews)
"Very comfortable bed, spacious room, and great location! "
Raleigh
The price is P9,516
P11,504 total
includes taxes & fees
Aug 9 - Aug 10
Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very Good, (2,737 reviews)
"Nice place to stay at"
Tammy
The price is P8,808
P10,471 total
includes taxes & fees
Aug 9 - Aug 10
Swissotel - Chicago
Swissotel - Chicago13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,458 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
Sergio
The price is P12,662
P17,218 total
includes taxes & fees
Jul 26 - Jul 27
The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago LoopTheatre District, 12 km from Sleepy Hollow
9.0 out of 10, Wonderful, (2,642 reviews)
"Very pretty hotel, bed was extremely comfortable!!"
Katie
The price is P11,501
P15,642 total
includes taxes & fees
Aug 9 - Aug 10
River Hotel
River HotelThe Loop, 12.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (5,317 reviews)
"Great location and great price."
Ashley
The price is P11,495
P13,667 total
includes taxes & fees
Aug 9 - Aug 10
The Buckingham Hotel
The Buckingham HotelThe Loop, 11.4 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,006 reviews)
"Staff was very helpful and room was clean and ready upon arrival."
Christopher
The price is P9,100
P11,544 total
includes taxes & fees
Jul 19 - Jul 20
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
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
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
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
