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, (2,632 reviews)
"It is a great location with nice rooms"
Phillip
The price is RM668
RM794 total
includes taxes & fees
20 Sept - 21 Sept
2. Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,191 reviews)
"Enjoyable stay and a delicious breakfast."
Lori
The price is RM909
RM1,200 total
includes taxes & fees
25 Sept - 26 Sept
3. Carleton of Oak Park
Carleton of Oak Park9.6 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,153 reviews)
"Fantastic stay"
Alan
The price is RM498
RM553 total
includes taxes & fees
20 Sept - 21 Sept
4. 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 RM1,140
RM1,355 total
includes taxes & fees
4 Oct - 5 Oct
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 RM1,119
RM1,331 total
includes taxes & fees
2 Oct - 3 Oct
6. 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, (1,596 reviews)
"Great place to stay!"
LISA
The price is RM896
RM1,065 total
includes taxes & fees
20 Sept - 21 Sept
7. Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 12.9 km from Sleepy Hollow
9.4 out of 10, Exceptional, (3,433 reviews)
"Would stay there again."
Steve
The price is RM1,189
RM1,558 total
includes taxes & fees
26 Sept - 27 Sept
8. 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, (2,687 reviews)
"Amazing place to stay"
Shanequa
The price is RM1,180
RM1,543 total
includes taxes & fees
27 Sept - 28 Sept
9. 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, (1,217 reviews)
"Excellent Stay. Staff were wonderful and welcoming."
Jennifer
The price is RM757
RM949 total
includes taxes & fees
20 Sept - 21 Sept
10. Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very good, (2,740 reviews)
"Very good hotel"
Diego
The price is RM729
RM867 total
includes taxes & fees
29 Sept - 30 Sept
11. 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, (2,908 reviews)
"Our stay was great."
Mythli
The price is RM800
RM1,024 total
includes taxes & fees
20 Sept - 21 Sept
12. 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, (6,004 reviews)
"Every thing about this hotel was fantastic. Location is great and staff were superb."
Kristeen
The price is RM792
RM942 total
includes taxes & fees
20 Sept - 21 Sept
13. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 13.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (4,923 reviews)
"Very nice hotel, friendly staff, good location"
Brian
The price is RM827
RM983 total
includes taxes & fees
20 Sept - 21 Sept
14. Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 11.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (2,759 reviews)
"Great place to stay!"
Tamika
The price is RM1,014
RM1,307 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, (2,452 reviews)
"Clean, friendly staff, quick valet, and a decent breakfast"
AMBER
The price is RM983
RM1,168 total
includes taxes & fees
27 Sept - 28 Sept
16. LIVN - West Loop Chicago
LIVN - West Loop Chicago10.9 km from Sleepy Hollow
9.2 out of 10, Wonderful, (260 reviews)
"It was a very nice place to stay"
chidubem
The price is RM758
RM890 total
includes taxes & fees
20 Sept - 21 Sept
17. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileStreeterville, 13.4 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,355 reviews)
"Super convenient location and very helpful and friendly staff."
Jacqueline
The price is RM774
RM920 total
includes taxes & fees
20 Sept - 21 Sept
18. 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, (1,262 reviews)
"good location. airport shuttle service would have been nice."
Ann
The price is RM1,286
RM1,528 total
includes taxes & fees
20 Sept - 21 Sept
19. 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, (3,848 reviews)
"Very central to all the sights , quiet rooms and clean"
Kamal
The price is RM1,121
RM1,452 total
includes taxes & fees
20 Sept - 21 Sept
20. Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre DistrictTheatre District, 12 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,005 reviews)
"I loved the location, the breakfast, the comfortable bed and the proximity of public transportation."
Jacqueline
The price is RM934
RM1,110 total
includes taxes & fees
20 Sept - 21 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
Hilton Chicago O'Hare Airport
10/10 Excellent
