Find hotels in Sleepy Hollow, 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, (1,145 reviews)
"Fantastic stay"
Alan
The price is SAR 418
SAR 464 total
includes taxes & fees
30 Aug - 31 Aug
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, (1,328 reviews)
"Good place to stay"
Patrick
The price is SAR 732
SAR 871 total
includes taxes & fees
30 Aug - 31 Aug
3. 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, (1,179 reviews)
"The hotel is so good."
Julenny
The price is SAR 559
SAR 710 total
includes taxes & fees
7 Sep - 8 Sep
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, (2,541 reviews)
"Staff was outstanding and location was perfect for visiting UIC"
Barbara
The price is SAR 648
SAR 770 total
includes taxes & fees
30 Aug - 31 Aug
5. The Emily Hotel
The Emily Hotel11.1 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,345 reviews)
"Lovely property excellent location"
John
The price is SAR 978
SAR 1,163 total
includes taxes & fees
30 Aug - 31 Aug
6. 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, (1,015 reviews)
"Clean, breakfast was good. Perfect for a quick trip. Would stay again!"
Karen
The price is SAR 687
SAR 816 total
includes taxes & fees
7 Sep - 8 Sep
7. The Buckingham Hotel
The Buckingham HotelThe Loop, 11.4 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,003 reviews)
"Nice place to stay"
Dominique
The price is SAR 591
SAR 747 total
includes taxes & fees
30 Aug - 31 Aug
8. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopThe Loop, 11.4 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,409 reviews)
"Very clean, front desk staff were extremely friendly and welcoming. Beds were the most comfortable we have ever slept in when traveling!"
Theresa
The price is SAR 635
SAR 755 total
includes taxes & fees
7 Sep - 8 Sep
9. 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, (2,448 reviews)
"Clean, friendly staff, quick valet, and a decent breakfast"
AMBER
The price is SAR 587
SAR 698 total
includes taxes & fees
7 Sep - 8 Sep
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, (2,774 reviews)
"Very good hotel"
Diego
The price is SAR 537
SAR 639 total
includes taxes & fees
30 Aug - 31 Aug
11. Level Chicago Fulton Market
Level Chicago Fulton MarketWest Loop, 11.5 km from Sleepy Hollow
9.2 out of 10, Wonderful, (552 reviews)
"My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful."
John
The price is SAR 789
SAR 1,019 total
includes taxes & fees
30 Aug - 31 Aug
12. 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, (1,296 reviews)
"The staff were really nice and friendly. Our room was nice and clean. I would stay here again!"
Melanie
The price is SAR 603
SAR 717 total
includes taxes & fees
30 Aug - 31 Aug
13. 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, (2,898 reviews)
"Location, good stay"
Shilpa
The price is SAR 592
SAR 771 total
includes taxes & fees
30 Aug - 31 Aug
14. Le Méridien Essex Chicago
Le Méridien Essex ChicagoThe Loop, 11.6 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,010 reviews)
"The room, the staff and the restaurant were all great!"
Jesse
The price is SAR 635
SAR 831 total
includes taxes & fees
30 Aug - 31 Aug
15. Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,089 reviews)
"Very nice place would stay again"
Konner
The price is SAR 699
SAR 941 total
includes taxes & fees
7 Sep - 8 Sep
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, (1,547 reviews)
"Fast checkin, nice rooms, great gym facilities"
Christina
The price is SAR 635
SAR 754 total
includes taxes & fees
7 Sep - 8 Sep
17. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoTheatre District, 11.7 km from Sleepy Hollow
8.8 out of 10, Excellent, (3,629 reviews)
"Staff was amazing, made our stay way better"
Sarah
The price is SAR 498
SAR 592 total
includes taxes & fees
30 Aug - 31 Aug
18. 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, (2,149 reviews)
"Great stay"
Dhannetta
The price is SAR 603
SAR 717 total
includes taxes & fees
30 Aug - 31 Aug
19. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 11.8 km from Sleepy Hollow
7.6 out of 10, Good, (2,803 reviews)
"A clean hotel in a great location. The staff was friendly and our room was spacious. We enjoyed our stay."
Shiraz
The price is SAR 416
SAR 494 total
includes taxes & fees
31 Aug - 1 Sep
20. Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 11.8 km from Sleepy Hollow
9.0 out of 10, Wonderful, (2,735 reviews)
"Great place to stay!"
Tamika
The price is SAR 688
SAR 912 total
includes taxes & fees
30 Aug - 31 Aug
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
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Top Sleepy Hollow Hotel Reviews
The Allegro Royal Sonesta Hotel Chicago Loop
8/10 Good
