Search Hotels in Sleepy Hollow, Chicago
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Our top choices for Sleepy Hollow hotels
1. 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, (2,627 reviews)
"It is a great location with nice rooms"
Phillip
The price is ₹15,676
₹18,639 total
includes taxes & fees
20 Sept - 21 Sept
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, (1,318 reviews)
"A great hotel in a bustling area. We had a great stay."
Joel
The price is ₹26,725
₹31,774 total
includes taxes & fees
4 Oct - 5 Oct
3. 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, (1,595 reviews)
"Great place to stay!"
LISA
The price is ₹21,023
₹24,994 total
includes taxes & fees
20 Sept - 21 Sept
4. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileStreeterville, 13.3 km from Sleepy Hollow
8.4 out of 10, Very good, (2,997 reviews)
"The hotel was a great location, so many things to do in a walkable distance"
Valerie
The price is ₹22,635
₹29,713 total
includes taxes & fees
20 Sept - 21 Sept
5. 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, (1,001 reviews)
"Everything was fantastic and the staff went out of their way to be helpful and make sure we had a wonderful time!"
Amber
The price is ₹28,266
₹33,606 total
includes taxes & fees
27 Sept - 28 Sept
6. 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, (1,260 reviews)
"good location. airport shuttle service would have been nice."
Ann
The price is ₹30,146
₹35,841 total
includes taxes & fees
20 Sept - 21 Sept
7. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownThe Loop, 11.6 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,904 reviews)
"Location, good stay"
Shilpa
The price is ₹19,518
₹24,909 total
includes taxes & fees
20 Sept - 21 Sept
8. Carleton of Oak Park
Carleton of Oak Park9.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,150 reviews)
"Fantastic stay"
Alan
The price is ₹10,527
₹11,683 total
includes taxes & fees
21 Sept - 22 Sept
9. Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,179 reviews)
"Enjoyable stay and a delicious breakfast."
Lori
The price is ₹22,049
₹29,019 total
includes taxes & fees
25 Sept - 26 Sept
10. Hyatt Place Chicago/River North
Hyatt Place Chicago/River NorthRiver North, 12.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,906 reviews)
"Clean, good location, spacious room, friendly staff."
Eric
The price is ₹21,094
₹25,079 total
includes taxes & fees
27 Sept - 28 Sept
11. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,351 reviews)
"Rooms were clean and the staff was great"
Odessia
The price is ₹17,074
₹20,299 total
includes taxes & fees
20 Sept - 21 Sept
12. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGWest Loop, 10.8 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,214 reviews)
"Excellent Stay. Staff were wonderful and welcoming."
Jennifer
The price is ₹17,753
₹22,252 total
includes taxes & fees
20 Sept - 21 Sept
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, (3,282 reviews)
"Excellent stay"
Darryl Halbert
The price is ₹26,756
₹35,155 total
includes taxes & fees
20 Sept - 21 Sept
14. 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, (5,998 reviews)
"Every thing about this hotel was fantastic. Location is great and staff were superb."
Kristeen
The price is ₹18,601
₹22,114 total
includes taxes & fees
20 Sept - 21 Sept
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, (2,449 reviews)
"Clean, friendly staff, quick valet, and a decent breakfast"
AMBER
The price is ₹23,041
₹27,393 total
includes taxes & fees
27 Sept - 28 Sept
16. 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, (2,684 reviews)
"Nice place to stay"
Ashraf
The price is ₹27,179
₹35,604 total
includes taxes & fees
1 Oct - 2 Oct
17. Hampton Inn & Suites Chicago Downtown
Hampton Inn & Suites Chicago DowntownRiver North, 12.7 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,557 reviews)
"Location and great breakfast"
Catherine
The price is ₹21,078
₹25,060 total
includes taxes & fees
21 Sept - 22 Sept
18. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile - MedicalStreeterville, 13.9 km from Sleepy Hollow
8.6 out of 10, Excellent, (2,667 reviews)
"Very friendly and helpfull staff, clean rooms, great location plus breakfast equals an amazing stay!"
Kelly
The price is ₹17,257
₹20,517 total
includes taxes & fees
27 Sept - 28 Sept
19. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (4,918 reviews)
"Very nice hotel, friendly staff, good location"
Brian
The price is ₹19,366
₹23,025 total
includes taxes & fees
1 Oct - 2 Oct
20. Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,424 reviews)
"Great place to stay when available and reasonably priced."
Jerry
The price is ₹26,756
₹35,219 total
includes taxes & fees
26 Sept - 27 Sept
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
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.
Top Sleepy Hollow Hotel Reviews
Hampton Inn Chicago Downtown/Magnificent Mile
10/10 Excellent
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