Find hotels in Sleepy Hollow, Chicago from SAR 238

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Guest rating
Guest rating
Star rating

Discover 4,270 Sleepy Hollow hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

River Hotel
Front of property
River Hotel
4.0 star property
8.8 out of 10, Excellent, (3549)
"I loved the view from my room! I loved that it is right in the middle of Downtown!!! I would stay here again."
The price is SAR 417
SAR 500 total
includes taxes & fees
22 Dec - 23 Dec
River Hotel
Eurostars Magnificent Mile
Room
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2753)
"Great stay right in the heart of the city. "
The price is SAR 439
SAR 516 total
includes taxes & fees
22 Dec - 23 Dec
Eurostars Magnificent Mile
Congress Plaza Hotel
Exterior detail
Congress Plaza Hotel
3.5 star property
7.8 out of 10, Good, (8135)
"I thought the staff was really helpful. I wasn’t a fan of the parking situation but the garage next door was nice to deal with. They just kept calling with stipulations like you can’t come and go with the car easily and because of concerts we wouldn’t have access at times, that kind of thing. It was convenient for transportation, walking, food and other conveniences which was nice. The room was really nice but the air conditioning/heat kept getting stuck on high blast and was too warm for our...
The price is SAR 368
SAR 443 total
includes taxes & fees
24 Nov - 25 Nov
Congress Plaza Hotel
L7 Chicago by LOTTE
Lobby
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (1045)
"Staff was friendly, room was clean, offered loaner umbrella during the rain. "
The price is SAR 571
SAR 670 total
includes taxes & fees
22 Dec - 23 Dec
L7 Chicago by LOTTE
Hotel Riu Plaza Chicago
Front of property
Hotel Riu Plaza Chicago
4.0 star property
9.2 out of 10, Wonderful, (1026)
"Great hotel stay, rooms, breakfast, amenities "
The price is SAR 357
SAR 525 total
includes taxes & fees
11 Dec - 12 Dec
Hotel Riu Plaza Chicago
Hyatt Centric The Loop Chicago
Exterior
Hyatt Centric The Loop Chicago
4.0 star property
8.8 out of 10, Excellent, (1442)
"Location was close to grocery, restaurants, & shopping."
The price is SAR 436
SAR 512 total
includes taxes & fees
25 Nov - 26 Nov
Hyatt Centric The Loop Chicago
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (1733)
"Good location for what I'm doing"
The price is SAR 369
SAR 434 total
includes taxes & fees
27 Nov - 28 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Interior
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (2277)
"Friendly "
The price is SAR 409
SAR 480 total
includes taxes & fees
25 Nov - 26 Nov
citizenM Chicago Downtown
Freehand Chicago
Lobby lounge
Freehand Chicago
4.0 star property
8.0 out of 10, Very Good, (1508)
"Such a wonderful place and staff, really appreciate it We had so much fun! Location is just perfect, hotel has cool vibe with everything you need "
The price is SAR 238
SAR 338 total
includes taxes & fees
17 Dec - 18 Dec
Freehand Chicago
Hotel Felix River North/Magnificent Mile
Front of property
Hotel Felix River North/Magnificent Mile
4.0 star property
8.0 out of 10, Very Good, (1278)
"I loved how conveniently located it was, the staff was friendly, room was clean and I felt very safe! Would definitely return! "
The price is SAR 360
SAR 506 total
includes taxes & fees
26 Nov - 27 Nov
Hotel Felix River North/Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago
Interior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3263)
"This is a go-to hotel for me near a yearly event I participate in. It's the best value of any of the hotels in its immediate surrounding area."
The price is SAR 380
SAR 456 total
includes taxes & fees
22 Dec - 23 Dec
Club Quarters Hotel, Central Loop, Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.2 out of 10, Very Good, (2612)
"Stay was great, hated parking fees"
The price is SAR 381
SAR 448 total
includes taxes & fees
11 Dec - 12 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Royal Sonesta Chicago Downtown
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (2228)
"Great room, convenient location and good service. "
The price is SAR 503
SAR 711 total
includes taxes & fees
16 Dec - 17 Dec
The Royal Sonesta Chicago Downtown
voco Chicago Downtown, an IHG Hotel
Exterior
voco Chicago Downtown, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (2006)
"River view and convenience were great"
The price is SAR 452
SAR 530 total
includes taxes & fees
25 Nov - 26 Nov
voco Chicago Downtown, an IHG Hotel
Aloft Chicago Mag Mile
Exterior
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2429)
"Great hotel. Lovely staff nice bar. Close to everything "
The price is SAR 360
SAR 423 total
includes taxes & fees
8 Dec - 9 Dec
Aloft Chicago Mag Mile
Embassy Suites by Hilton Chicago Downtown River North
Exterior
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.2 out of 10, Very Good, (3225)
"Great"
The price is SAR 444
SAR 521 total
includes taxes & fees
8 Dec - 9 Dec
Embassy Suites by Hilton Chicago Downtown River North
The Whitehall Hotel, BW Premier Collection
Exterior
The Whitehall Hotel, BW Premier Collection
3.5 star property
8.2 out of 10, Very Good, (3388)
"Na"
The price is SAR 381
SAR 457 total
includes taxes & fees
27 Nov - 28 Nov
The Whitehall Hotel, BW Premier Collection
Trump International Hotel & Tower Chicago
Banquet hall
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1434)
"I had to pay fomy upgrade "
The price is SAR 1,478
SAR 1,735 total
includes taxes & fees
22 Dec - 23 Dec
Trump International Hotel & Tower Chicago
The Godfrey Hotel Chicago
Front of property
The Godfrey Hotel Chicago
4.5 star property
8.6 out of 10, Excellent, (1651)
"Great hotel. Super clean. "
The price is SAR 335
SAR 481 total
includes taxes & fees
25 Nov - 26 Nov
The Godfrey Hotel Chicago
Hilton Chicago
Pool
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (1463)
"The room was excellent but the hotel did not have a room available for me by 4pm, even when check in is at 3pm. Housekeeping was excellent. "
The price is SAR 448
SAR 636 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Chicago
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.
Don't see what you're looking for?
See all available properties in Sleepy Hollow
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What's it like in Sleepy Hollow?

Sleepy Hollow is a neighborhood that travelers like for its restaurants.

If I need to cancel my hotel reservation in Sleepy Hollow, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to get the best deals available in Sleepy Hollow.

Where can I learn more about changing or cancelling my trip to Sleepy Hollow?

For more information about picking new dates or cancelling your trip to Sleepy Hollow, click here.

What can I see and do in this Chicago neighborhood?

Places you might want to visit in the area around Sleepy Hollow include Hawthorne Works Museum and Balzekas Museum of Lithuanian Culture. When you're sightseeing around the area, United Center and Anna and Frederick Douglass Park are a couple of other sights to visit.