Sleepy Hollow Hotels near 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, (1,186 reviews)
"Definitely a boutique hotel, but we'll maintained and in a good area with good eateries close."
Brad
The price is P7,667
P8,509 total
includes taxes & fees
Oct 14 - Oct 15
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, (1,306 reviews)
"A great hotel in a bustling area. We had a great stay."
Joel
The price is P12,090
P14,373 total
includes taxes & fees
Nov 1 - Nov 2
3. Hampton Inn Chicago-O'Hare International Airport
Hampton Inn Chicago-O'Hare International Airport19.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (2,388 reviews)
"Hotel was very clean and staff always pleasant and helpful."
karen
The price is P7,847
P9,022 total
includes taxes & fees
Nov 1 - Nov 2
4. 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, (1,225 reviews)
"The room was clean and the building was nostalgic."
John
The price is P10,787
P12,826 total
includes taxes & fees
Nov 3 - Nov 4
5. Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,501 reviews)
"Beautiful hotel in a great location!"
Mercy
The price is P15,506
P20,674 total
includes taxes & fees
Oct 31 - Nov 1
6. Hyatt Place Chicago/River North
Hyatt Place Chicago/River NorthRiver North, 12.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,919 reviews)
"Great breakfast, kind staff, clean room"
Iminique
The price is P10,649
P12,660 total
includes taxes & fees
Nov 1 - Nov 2
7. 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, (3,860 reviews)
"Great location! Would stay again!"
Sharee
The price is P14,407
P18,996 total
includes taxes & fees
Nov 1 - Nov 2
8. L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 12.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (4,979 reviews)
"A fantastic A+ location in a well kept, boutique type hotel."
Jeffrey Thomas
The price is P12,051
P14,328 total
includes taxes & fees
Nov 1 - Nov 2
9. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13.3 km from Sleepy Hollow
9.4 out of 10, Exceptional, (5,459 reviews)
"great location, room and breakfast is very good and various"
Denys
The price is P10,049
P13,732 total
includes taxes & fees
Nov 2 - Nov 3
10. Swissotel - Chicago
Swissotel - Chicago13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,545 reviews)
"Great stay"
Hilary
The price is P12,006
P16,485 total
includes taxes & fees
Oct 31 - Nov 1
11. Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthRiver North, 12.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (5,980 reviews)
"I’d stay here again."
Eliana
The price is P10,619
P12,624 total
includes taxes & fees
Nov 1 - Nov 2
12. Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.9 km from Sleepy Hollow
8.8 out of 10, Excellent, (2,312 reviews)
"Beautiful hotel and great location."
Ruby
The price is P11,686
P16,132 total
includes taxes & fees
Oct 31 - Nov 1
13. InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGMagnificent Mile, 13 km from Sleepy Hollow
9.2 out of 10, Wonderful, (3,361 reviews)
"Great stay, perfect location would stay again"
Kenan
The price is P13,309
P18,020 total
includes taxes & fees
Oct 31 - Nov 1
14. The Emily Hotel
The Emily Hotel11.1 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,343 reviews)
"Great modern hotel in a wonderful location! It’s within walking distance of the train station and surrounded by so many great restaurants and bars. The hotel’s restaurant was soooo yummy and incredibly convenient, too! Would definitely stay here again!"
Leslie
The price is P11,086
P13,180 total
includes taxes & fees
Nov 1 - Nov 2
15. 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, (2,512 reviews)
"Excellent choice for a weeks stay."
Jayne
The price is P11,419
P13,576 total
includes taxes & fees
Oct 25 - Oct 26
16. 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, (1,659 reviews)
"Great stay"
Cordula
The price is P12,215
P14,522 total
includes taxes & fees
Nov 1 - Nov 2
17. Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very good, (2,729 reviews)
"Excellent stay at a reasonably priced hotel. Will stay again!"
Shelby Ryann
The price is P10,114
P12,024 total
includes taxes & fees
Oct 25 - Oct 26
18. The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownThe Loop, 12.7 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,639 reviews)
"Great place to stay!"
ShaRona
The price is P12,179
P16,488 total
includes taxes & fees
Nov 3 - Nov 4
19. Hotel 505 River North
Hotel 505 River NorthRiver North, 12.8 km from Sleepy Hollow
9.2 out of 10, Wonderful, (2,935 reviews)
"Loved our stay"
Giana
The price is P14,345
P19,060 total
includes taxes & fees
Nov 4 - Nov 5
20. Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 13 km from Sleepy Hollow
9.0 out of 10, Wonderful, (3,945 reviews)
"Fantastic stay"
Will
The price is P9,040
P10,747 total
includes taxes & fees
Nov 1 - Nov 2
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.
Photo by © City of Chicago
Open Photo by © City of Chicago
Magnificent Mile
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
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.
