Sleepy Hollow Hotels, 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, (1,517 reviews)
"Great location, friendly staff and nice room"
Srinivasa
The price is NZ$159
includes taxes & fees
9 Feb - 10 Feb
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, (2,353 reviews)
"Great stay"
Blake
The price is NZ$262
includes taxes & fees
9 Feb - 10 Feb
Thompson Chicago, by Hyatt
Thompson Chicago, by HyattGold Coast, 13.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,314 reviews)
"Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. "
Yoshio
The price is NZ$312
includes taxes & fees
1 Mar - 2 Mar
Moxy Chicago Downtown
Moxy Chicago DowntownRiver North, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (877 reviews)
"Great hotel, lots of fun and great location! "
Amber
The price is NZ$199
includes taxes & fees
8 Feb - 9 Feb
Level Chicago Fulton Market
Level Chicago Fulton MarketWest Loop, 11.5 km from Sleepy Hollow
9.2 out of 10, Wonderful, (393 reviews)
"The hotel in it’s entirety was better than advertised "
Eric
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile13.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,323 reviews)
"The rooms are beautiful and the staff is wonderful."
Melissa
The price is NZ$376
includes taxes & fees
12 Feb - 13 Feb
The Hoxton Chicago
The Hoxton Chicago11 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,000 reviews)
"Amazing, I loved my stay"
Valerie
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, (1,033 reviews)
" Clean rooms
Hot shower great after a freezing cold day
Staff all polite and helpful
Great location "
John
The price is NZ$207
includes taxes & fees
8 Feb - 9 Feb
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, (1,001 reviews)
"Nice hotel and staff.
"
Wendy
The price is NZ$245
includes taxes & fees
28 Feb - 1 Mar
citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (4,213 reviews)
"Very nice Hotel, great atmosphere friendly staff. I had a great stay!"
Lucie Saint Jean
The price is NZ$201
includes taxes & fees
2 Feb - 3 Feb
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop10.6 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,171 reviews)
"Staff is wonderful, nice clean rooms, centrally located, loved staying here. "
Cassandra
The price is NZ$279
includes taxes & fees
28 Feb - 1 Mar
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, (3,569 reviews)
"Staff was kind and it was at a great location! "
Kiran
The price is NZ$302
includes taxes & fees
8 Feb - 9 Feb
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, (1,278 reviews)
"Great hotel at an affordable price "
Dhruv
The price is NZ$180
includes taxes & fees
12 Feb - 13 Feb
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, (4,361 reviews)
"All things about this hotel was good from the location to the staff"
Cisco
The price is NZ$166
includes taxes & fees
4 Feb - 5 Feb
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,850 reviews)
"Beautiful hotel nice friendly staff. I loved the view. "
Nicole
The price is NZ$350
includes taxes & fees
16 Feb - 17 Feb
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, (1,946 reviews)
"Very convenient place to stay friendly and helpful staff."
Rick
The price is NZ$142
includes taxes & fees
4 Feb - 5 Feb
The Emily Hotel
The Emily Hotel11.1 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,299 reviews)
"Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again. "
Mary
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,268 reviews)
"amazing stay"
Anani
The price is NZ$166
includes taxes & fees
3 Feb - 4 Feb
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
8.2 out of 10, Very good, (2,830 reviews)
"Great hotel staff and location. "
Jacqueline
The price is NZ$265
includes taxes & fees
15 Feb - 16 Feb
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,058 reviews)
"All around a nice stay for the holiday "
Alec
The price is NZ$158
includes taxes & fees
4 Feb - 5 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.
Our guide on 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
An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.
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.
O'Hare
Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.
Top Sleepy Hollow Hotel Reviews
The Royal Sonesta Chicago Downtown
10/10 Excellent
