Search 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, (1,515 reviews)
"Very nice and quiet, excellent location"
Anthony
The price is ฿1,775
฿3,004 total
includes taxes & fees
1 Feb - 2 Feb
Thompson Chicago, by Hyatt
Thompson Chicago, by HyattGold Coast, 13.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,309 reviews)
"Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. "
Yoshio
The price is ฿4,235
฿5,897 total
includes taxes & fees
24 Jan - 25 Jan
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, (2,315 reviews)
"Excellent location, service, view and food!!"
Christine
The price is ฿3,173
฿4,793 total
includes taxes & fees
19 Jan - 20 Jan
Moxy Chicago Downtown
Moxy Chicago DowntownRiver North, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (865 reviews)
"Great hotel, lots of fun and great location! "
Amber
The price is ฿3,388
฿3,977 total
includes taxes & fees
15 Jan - 16 Jan
Level Chicago Fulton Market
Level Chicago Fulton MarketWest Loop, 11.5 km from Sleepy Hollow
9.2 out of 10, Wonderful, (377 reviews)
"The experience of the hotel was amazing"
Lachelle
The Hoxton Chicago
The Hoxton Chicago11 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,002 reviews)
"The Hoxton was such s beautiful place to stay, I loved the convenience of a speakeasy and a restaurant and bar in one spot, not only that it is conveniently located in a area where so many bars and restaurants are in walking distance"
Shavon
Springhill Suites by Marriott Chicago Downtown/ River North
Springhill Suites by Marriott Chicago Downtown/ River NorthRiver North, 12.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,013 reviews)
"Great location, great hotel, friendly staff "
Eric
The price is ฿3,608
฿4,235 total
includes taxes & fees
19 Jan - 20 Jan
Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area11.4 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,000 reviews)
"The hotel overall is my “go to” when I’m in Chicago. It’s location is great, always clean, and the rooms are comfortable. "
Alissa
The price is ฿3,973
฿4,664 total
includes taxes & fees
23 Jan - 24 Jan
Renaissance Chicago Downtown Hotel
Renaissance Chicago Downtown HotelThe Loop, 12.4 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,004 reviews)
"Wonderful location and staff was top notch."
M Kim
The price is ฿4,737
฿6,502 total
includes taxes & fees
23 Jan - 24 Jan
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, (1,938 reviews)
"Love the location, room, staff, and bar."
Jason
The price is ฿2,294
฿2,693 total
includes taxes & fees
18 Jan - 19 Jan
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,004 reviews)
"Great location, friendly staff, clean rooms"
Jared
The price is ฿2,792
฿3,278 total
includes taxes & fees
15 Jan - 16 Jan
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop10.6 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,155 reviews)
"The room was comfortable, the breakfast was nice and the staff (in person) were responsive. It's also in a good location. "
Carol
The price is ฿4,518
฿5,303 total
includes taxes & fees
19 Jan - 20 Jan
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile13.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,311 reviews)
"Great hotel !"
Dr. Mark
The price is ฿5,307
฿7,150 total
includes taxes & fees
12 Jan - 13 Jan
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,818 reviews)
"Great hotel"
Yavuz
The price is ฿4,390
฿5,969 total
includes taxes & fees
1 Feb - 2 Feb
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, (3,514 reviews)
"Great hotel "
Natalie
The price is ฿4,348
฿5,104 total
includes taxes & fees
19 Jan - 20 Jan
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, (1,269 reviews)
"Solid stay in a great part of town"
Michael
The price is ฿3,668
฿4,306 total
includes taxes & fees
11 Jan - 12 Jan
The Emily Hotel
The Emily Hotel11.1 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,287 reviews)
"Clean rooms & courteous staff"
Allyson
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, (2,098 reviews)
"Excellent hotel plus very good location"
Tomas Colocol
The price is ฿3,357
฿3,941 total
includes taxes & fees
29 Jan - 30 Jan
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, (4,310 reviews)
"Amazing staff and perfect location "
Brandi
The price is ฿2,444
฿2,869 total
includes taxes & fees
19 Jan - 20 Jan
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,229 reviews)
"Fantastic stay! Looking forward to staying here again!!"
Amber
The price is ฿2,675
฿3,141 total
includes taxes & fees
1 Feb - 2 Feb
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
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
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
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.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).
