Sleepy Hollow hotels in Chicago
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Our top choices for Sleepy Hollow hotels
1. Carleton of Oak Park
Carleton of Oak Park9.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,194 reviews)
"Definitely a boutique hotel, but we'll maintained and in a good area with good eateries close."
Brad
The price is HK$960
HK$1,066 total
includes taxes & fees
27 Oct - 28 Oct
2. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton Market10.6 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,308 reviews)
"Location was amazing. Loved the outdoor market in walking distance"
Georgianna
The price is HK$1,530
HK$1,819 total
includes taxes & fees
1 Nov - 2 Nov
3. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopThe Loop, 11.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,516 reviews)
"Clean room great breakfast loved the pool"
Cynthia
The price is HK$1,127
HK$1,340 total
includes taxes & fees
11 Nov - 12 Nov
4. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG10.9 km from Sleepy Hollow
9.0 out of 10, Wonderful, (2,735 reviews)
"Nice hotel and location was perfect."
Chriselda
The price is HK$1,261
HK$1,499 total
includes taxes & fees
15 Nov - 16 Nov
5. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopThe Loop, 11.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (1,670 reviews)
"Great stay"
Cordula
The price is HK$1,530
HK$1,819 total
includes taxes & fees
1 Nov - 2 Nov
6. Hampton Inn Chicago-O'Hare International Airport
Hampton Inn Chicago-O'Hare International Airport19.4 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,391 reviews)
"Very nice stay near the airport! Would definitely stay again! The room was clean & the bed very comfortable!"
Jennifer
The price is HK$981
HK$1,128 total
includes taxes & fees
1 Nov - 2 Nov
7. InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGMagnificent Mile, 13 km from Sleepy Hollow
9.2 out of 10, Wonderful, (3,380 reviews)
"This was my second time staying and it was wonderful."
Reginald
The price is HK$1,664
HK$2,253 total
includes taxes & fees
31 Oct - 1 Nov
8. 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, (1,005 reviews)
"Nice location, good breakfast
Comfortable beds"
Terri
The price is HK$1,795
HK$2,134 total
includes taxes & fees
25 Oct - 26 Oct
9. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoThe Loop, 11.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (1,220 reviews)
"Great location!"
Mario
The price is HK$1,348
HK$1,603 total
includes taxes & fees
3 Nov - 4 Nov
10. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 11.4 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,190 reviews)
"Great place to stay at"
Aran
The price is HK$994
HK$1,182 total
includes taxes & fees
9 Nov - 10 Nov
11. Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,505 reviews)
"The hotel was beautiful, great location"
Addison
The price is HK$1,868
HK$2,501 total
includes taxes & fees
31 Oct - 1 Nov
12. The Emily Hotel
The Emily Hotel11.1 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,351 reviews)
"Great location!"
Lori
The price is HK$1,989
HK$2,365 total
includes taxes & fees
15 Nov - 16 Nov
13. 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, (1,000 reviews)
"Nice place"
Brock
The price is HK$1,514
HK$1,800 total
includes taxes & fees
30 Oct - 31 Oct
14. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (5,536 reviews)
"Good location, nice room and buffet breakfast!"
Suki
The price is HK$1,297
HK$1,766 total
includes taxes & fees
11 Nov - 12 Nov
15. Hyatt Place Chicago/River North
Hyatt Place Chicago/River NorthRiver North, 12.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,917 reviews)
"Great location!"
Nilofar
The price is HK$1,366
HK$1,623 total
includes taxes & fees
12 Nov - 13 Nov
16. Hampton Inn & Suites Chicago Downtown
Hampton Inn & Suites Chicago DowntownRiver North, 12.7 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,568 reviews)
"Location and great breakfast"
Catherine
The price is HK$1,055
HK$1,255 total
includes taxes & fees
1 Nov - 2 Nov
17. 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, (2,511 reviews)
"All around great stay"
Daniel
The price is HK$1,365
HK$1,857 total
includes taxes & fees
1 Nov - 2 Nov
18. Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,425 reviews)
"Friendly staff, great location"
Anna
The price is HK$1,303
HK$1,783 total
includes taxes & fees
30 Oct - 31 Oct
19. Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very good, (2,746 reviews)
"Clean room, friendly staff, and convenient location."
Colin
The price is HK$840
HK$999 total
includes taxes & fees
11 Nov - 12 Nov
20. L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 12.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (5,041 reviews)
"A fantastic A+ location in a well kept, boutique type hotel."
Jeffrey Thomas
The price is HK$1,335
HK$1,587 total
includes taxes & fees
1 Nov - 2 Nov
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.
Photo by © City of Chicago
Open Photo by © City of Chicago
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
Hotel Saint Clair- Magnificent Mile
8/10 Good
