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, (1,321 reviews)
"Very nice hotel"
Hadi
The price is SAR 762
SAR 906 total
includes taxes & fees
23 Aug - 24 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, (1,147 reviews)
"good hotel"
Chimere
The price is SAR 541
SAR 688 total
includes taxes & fees
8 Sep - 9 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, (2,490 reviews)
"Excelente hotel"
Evelyn
The price is SAR 584
SAR 694 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, (1,343 reviews)
"Excellent location and the room was very nice and quiet."
Heather
The price is SAR 1,011
SAR 1,201 total
includes taxes & fees
23 Aug - 24 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, (1,017 reviews)
"Great location"
Carmen
The price is SAR 709
SAR 842 total
includes taxes & fees
7 Sep - 8 Sep
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, (1,013 reviews)
"Great location staff very friendly and helpful very clean would stay again"
Michele
The price is SAR 693
SAR 824 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, (1,006 reviews)
"Nice place to stay"
Dominique
The price is SAR 657
SAR 824 total
includes taxes & fees
1 Sep - 2 Sep
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 nice would stay again"
Dawn
The price is SAR 635
SAR 755 total
includes taxes & fees
7 Sep - 8 Sep
9. 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, (1,474 reviews)
"Restaurant was great and front desk staff were very kind!"
Amber
The price is SAR 795
SAR 945 total
includes taxes & fees
23 Aug - 24 Aug
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, (2,772 reviews)
"Good stay!"
Adit
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, (546 reviews)
"Staff were great! Nice building, definitely will come back the next time I’m in town! Walkable area close to restaurants."
Shay
The price is SAR 947
SAR 1,205 total
includes taxes & fees
13 Aug - 14 Aug
12. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelThe Loop, 11.6 km from Sleepy Hollow
9.6 out of 10, Exceptional, (1,302 reviews)
"Very helpful front desk staff and friendly cleaners. Very pleasant stay"
Aleace
The price is SAR 628
SAR 746 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, (2,877 reviews)
"This property is so nice to stay at, will continue to stay here in the future."
Paige
The price is SAR 537
SAR 706 total
includes taxes & fees
8 Sep - 9 Sep
14. 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, (1,009 reviews)
"Great location, great stay!"
Margaret
The price is SAR 867
SAR 1,031 total
includes taxes & fees
16 Aug - 17 Aug
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, (2,414 reviews)
"Great stay"
jayne
The price is SAR 603
SAR 717 total
includes taxes & fees
31 Aug - 1 Sep
16. Le Méridien Essex Chicago
Le Méridien Essex ChicagoThe Loop, 11.6 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,017 reviews)
"Very welcoming and helpful staff!"
Daniel
The price is SAR 537
SAR 705 total
includes taxes & fees
30 Aug - 31 Aug
17. Hilton Chicago
Hilton ChicagoThe Loop, 11.7 km from Sleepy Hollow
8.6 out of 10, Excellent, (3,018 reviews)
"Great location, friendly staff, various amenities for the family."
kun
The price is SAR 635
SAR 865 total
includes taxes & fees
7 Sep - 8 Sep
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, (2,132 reviews)
"helpful staff, great location, comfortable rooms and great views"
Jordan Leigh
The price is SAR 603
SAR 717 total
includes taxes & fees
31 Aug - 1 Sep
19. 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, (1,513 reviews)
"Enjoyed my stay!"
Kimberly
The price is SAR 676
SAR 804 total
includes taxes & fees
7 Sep - 8 Sep
20. 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, (3,626 reviews)
"Great location, clean room, and friendly staff"
Kelli
The price is SAR 542
SAR 644 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 Lake Michigan 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.
Photo by Mattyboy876
Open Photo by Mattyboy876
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
