Chicago Hotel Guide. Hotels in Sleepy Hollow, Chicago, United States of America
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Our top choices for Sleepy Hollow hotels
The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoRiver North, 12.8 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,295 reviews)
"Would definitely stay there again"
Benjy
The price is €175
includes taxes & fees
1 Jul - 2 Jul
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, (2,402 reviews)
"A great stay!"
Tammie
The price is €182
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.0 out of 10, Very good, (1,445 reviews)
"The staff is tops! Love this hotel!!!"
Connie
The price is €225
includes taxes & fees
1 Jul - 2 Jul
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
Homewood Suites by Hilton Chicago Downtown/Magnificent MileStreeterville, 13.4 km from Sleepy Hollow
8.2 out of 10, Very good, (1,009 reviews)
"5/5 would definitely stay again!"
Ivan
The price is €202
includes taxes & fees
2 Jul - 3 Jul
Arlo Chicago
Arlo ChicagoTheatre District, 12.5 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,120 reviews)
"Excellent hotel! Will definitely stay again."
Justin
The price is €361
includes taxes & fees
2 Jul - 3 Jul
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11.9 km from Sleepy Hollow
8.0 out of 10, Very good, (10,293 reviews)
"Great stay!"
Daniel
The price is €140
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (4,432 reviews)
"Great stay!"
Avradita
The price is €159
includes taxes & fees
7 Jul - 8 Jul
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, (1,603 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
Zhiwen
The price is €160
includes taxes & fees
1 Jul - 2 Jul
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 11.8 km from Sleepy Hollow
7.6 out of 10, Good, (2,595 reviews)
"Great location and helpful staff."
Ming
The price is €136
includes taxes & fees
30 Jun - 1 Jul
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (4,465 reviews)
"Clean room, great breakfast and close to everything we needed"
Kyle
The price is €188
includes taxes & fees
6 Jul - 7 Jul
Omni Chicago Hotel
Omni Chicago HotelStreeterville, 13.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,813 reviews)
"All around great property and a wonderful location"
Bruce
The price is €182
includes taxes & fees
29 Jun - 30 Jun
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 12.2 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,252 reviews)
"Wonderful stay"
Taylor
The price is €160
includes taxes & fees
6 Jul - 7 Jul
Hotel 55 Chicago Downtown
Hotel 55 Chicago DowntownRiver North, 13.1 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,570 reviews)
"Great stay"
Matt
The price is €170
includes taxes & fees
1 Jul - 2 Jul
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelThe Loop, 11.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (1,249 reviews)
"The best place I’ve stayed in Chicago"
Robyn
The price is €173
includes taxes & fees
5 Jul - 6 Jul
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, (3,736 reviews)
"Great location!"
William
The price is €246
includes taxes & fees
30 Jun - 1 Jul
Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very good, (2,708 reviews)
"Nice place to stay at"
Tammy
The price is €122
includes taxes & fees
1 Jul - 2 Jul
Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,861 reviews)
"Great stay"
Jose saul
The price is €226
includes taxes & fees
1 Jul - 2 Jul
Warwick Allerton - Chicago
Warwick Allerton - ChicagoStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,006 reviews)
"Great location, historic charm, friendly and helpful staff."
Peter Anthony
The price is €162
includes taxes & fees
2 Jul - 3 Jul
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionStreeterville, 13.5 km from Sleepy Hollow
8.4 out of 10, Very good, (3,926 reviews)
"Great location, comfortable rooms, nice breakfast."
Luis
The price is €134
includes taxes & fees
30 Jun - 1 Jul
Freehand Chicago
Freehand ChicagoRiver North, 12.9 km from Sleepy Hollow
8.0 out of 10, Very good, (3,126 reviews)
"It was good place to stay for the Go Fest Event"
Ken
The price is €163
includes taxes & fees
5 Jul - 6 Jul
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.
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.
Top Sleepy Hollow Hotel Reviews
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
