Find hotels in Sleepy Hollow, Chicago
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Our top choices for Sleepy Hollow hotels
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by HiltonGold Coast, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,529 reviews)
"Great place to stay"
Anthony
The price is ₩133,919
₩201,183 total
includes taxes & fees
Mar 23 - Mar 24
Thompson Chicago, by Hyatt
Thompson Chicago, by HyattGold Coast, 13.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,328 reviews)
"We loved are stay at the Thompson hotel. It's very clean, and is close to our favorite shops and restaurants. "
Corry
The price is ₩202,272
₩281,648 total
includes taxes & fees
Apr 5 - Apr 6
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, (2,394 reviews)
"Great location, friendly staff. "
Brian
The price is ₩215,577
₩304,081 total
includes taxes & fees
Mar 24 - Mar 25
Moxy Chicago Downtown
Moxy Chicago DowntownRiver North, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (912 reviews)
"Very nice place to stay!"
Daniel
The price is ₩165,863
₩194,706 total
includes taxes & fees
Mar 22 - Mar 23
Level Chicago Fulton Market
Level Chicago Fulton MarketWest Loop, 11.5 km from Sleepy Hollow
9.2 out of 10, Wonderful, (424 reviews)
"room was perfect "
Shaquille
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area11.4 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location. "
Paige
The price is ₩195,350
₩229,320 total
includes taxes & fees
Mar 29 - Mar 30
The Hoxton Chicago
The Hoxton Chicago11 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,002 reviews)
"Room was very clean and comfortable. Food at the hotel is a bit pricey but good. Very well located close to restaurants, bars and shops "
Kim Z.
The price is ₩227,893
₩311,513 total
includes taxes & fees
Mar 22 - Mar 23
Springhill Suites by Marriott Chicago Downtown/ River North
Springhill Suites by Marriott Chicago Downtown/ River NorthRiver North, 12.6 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,103 reviews)
"Everything is nearby and loved the breakfast they serve each day."
Vrenelyn
The price is ₩184,667
₩216,781 total
includes taxes & fees
Mar 22 - Mar 23
Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area11.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,003 reviews)
"We loved the hotel, staff was friendly and area was amazing for food and is walkable to a lot of places on the west loop!"
Benjamin
The price is ₩212,445
₩249,390 total
includes taxes & fees
Mar 26 - Mar 27
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop10.6 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,188 reviews)
"Great location, friendly staff, spacious room"
Mary
The price is ₩202,272
₩237,447 total
includes taxes & fees
Mar 22 - Mar 23
ACME Hotel Chicago, Outset Collection by Hilton
ACME Hotel Chicago, Outset Collection by HiltonRiver North, 12.9 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,968 reviews)
"Excellent location for shops,restaurants and casino."
Deborah
The price is ₩146,205
₩171,630 total
includes taxes & fees
Mar 22 - Mar 23
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile13.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,334 reviews)
"Clean room, nice staff"
Geidy
The price is ₩289,756
₩383,850 total
includes taxes & fees
Mar 18 - Mar 19
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,867 reviews)
"Overall a great stay."
Joshua
The price is ₩221,750
₩299,272 total
includes taxes & fees
Mar 29 - Mar 30
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, (3,617 reviews)
"Beautiful rooms, friendly staff, great location"
Heather
The price is ₩342,783
₩402,393 total
includes taxes & fees
Mar 29 - Mar 30
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, (1,306 reviews)
"Great hotel with great location. Would definitely stay here again. "
Sheila
The price is ₩186,585
₩219,031 total
includes taxes & fees
Apr 12 - Apr 13
The Emily Hotel
The Emily Hotel11.1 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,312 reviews)
"Clean rooms, great amenities and amazing location "
melina
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHGRiver North, 11.9 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,201 reviews)
"Great stay"
Joshua
The price is ₩184,292
₩216,340 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent MileRiver North, 12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (4,392 reviews)
"Room was clean.. staff was great. "
Ricoya
The price is ₩151,839
₩178,245 total
includes taxes & fees
Mar 24 - Mar 25
Canopy by Hilton Chicago Central Loop
Canopy by Hilton Chicago Central LoopThe Loop, 11.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,476 reviews)
"Excellent, welcoming staff. Great value."
John
The price is ₩240,704
₩282,562 total
includes taxes & fees
Mar 29 - Mar 30
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,349 reviews)
"Loved this hotel!"
Ellen
The price is ₩158,491
₩186,053 total
includes taxes & fees
Mar 22 - Mar 23
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
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
