Find hotels in Sleepy Hollow, Chicago
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Our top choices for Sleepy Hollow hotels
1. 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, (1,324 reviews)
"Good place to stay"
Patrick
The price is SAR 762
SAR 906 total
includes taxes & fees
30 Aug - 31 Aug
2. 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, (1,170 reviews)
"Great stay! We enjoyed the pool, nice clean rooms and parking was so easy."
Cesar
The price is SAR 589
SAR 746 total
includes taxes & fees
7 Sep - 8 Sep
3. 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, (2,524 reviews)
"Excelente hotel"
Evelyn
The price is SAR 648
SAR 770 total
includes taxes & fees
30 Aug - 31 Aug
4. The Emily Hotel
The Emily Hotel11.1 km from Sleepy Hollow
9.2 out of 10, Wonderful, (1,340 reviews)
"Lovely property excellent location"
John
The price is SAR 978
SAR 1,163 total
includes taxes & fees
30 Aug - 31 Aug
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, (1,004 reviews)
"Great location"
Carmen
The price is SAR 680
SAR 808 total
includes taxes & fees
7 Sep - 8 Sep
6. The Buckingham Hotel
The Buckingham HotelThe Loop, 11.4 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice place to stay"
Dominique
The price is SAR 591
SAR 747 total
includes taxes & fees
30 Aug - 31 Aug
7. 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, (1,399 reviews)
"Very nice would stay again"
Dawn
The price is SAR 635
SAR 755 total
includes taxes & fees
7 Sep - 8 Sep
8. Canopy by Hilton Chicago Central Loop
Canopy by Hilton Chicago Central LoopThe Loop, 11.4 km from Sleepy Hollow
9.4 out of 10, Exceptional, (1,462 reviews)
"Beautiful room, very friendly staff, great restaurant on the roof with a beautiful view."
Nichol
The price is SAR 858
SAR 1,021 total
includes taxes & fees
30 Aug - 31 Aug
9. Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 11.5 km from Sleepy Hollow
8.2 out of 10, Very Good, (2,763 reviews)
"The location of the hotel is great close to many things."
Melissa
The price is SAR 537
SAR 639 total
includes taxes & fees
30 Aug - 31 Aug
10. Level Chicago Fulton Market
Level Chicago Fulton MarketWest Loop, 11.5 km from Sleepy Hollow
9.2 out of 10, Wonderful, (550 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 852
SAR 1,093 total
includes taxes & fees
8 Sep - 9 Sep
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, (2,891 reviews)
"Location, good stay"
Shilpa
The price is SAR 603
SAR 784 total
includes taxes & fees
9 Sep - 10 Sep
12. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio HotelTheatre District, 11.6 km from Sleepy Hollow
8.6 out of 10, Excellent, (1,004 reviews)
"Great location, great stay!"
Margaret
The price is SAR 687
SAR 817 total
includes taxes & fees
30 Aug - 31 Aug
13. Le Méridien Essex Chicago
Le Méridien Essex ChicagoThe Loop, 11.6 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,005 reviews)
"The room, the staff and the restaurant were all great!"
Jesse
The price is SAR 672
SAR 866 total
includes taxes & fees
30 Aug - 31 Aug
14. Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,067 reviews)
"Very nice place would stay again"
Konner
The price is SAR 635
SAR 865 total
includes taxes & fees
9 Sep - 10 Sep
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, (2,437 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
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, (1,535 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. 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, (2,134 reviews)
"Great stay"
Dhannetta
The price is SAR 603
SAR 717 total
includes taxes & fees
30 Aug - 31 Aug
18. 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, (3,615 reviews)
"Staff was amazing, made our stay way better"
Sarah
The price is SAR 488
SAR 580 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, (2,780 reviews)
"Staff were very helpful and check-in was quick."
Lorena
The price is SAR 424
SAR 504 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, (2,719 reviews)
"Great property and location."
Laura
The price is SAR 658
SAR 876 total
includes taxes & fees
23 Aug - 24 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
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
