Sleepy Hollow Hotels near Chicago

  • 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

Top Trending Hotels Near Sleepy Hollow, Chicago

River Hotel
View from property
River Hotel
4.0 star property
8.8 out of 10, Excellent, (3549)
"Great location. Rooms were tight but it doesn’t really matter for a weekend trip. Would stay here again. "
The price is P5,878
P6,900 total
includes taxes & fees
Dec 23 - Dec 24
River Hotel
Eurostars Magnificent Mile
Lobby lounge
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2753)
"Really great stay- the staff were really helpful from their valet to their suggestions for restaurants. Some element a bit dated but overall a great stay in a great location "
The price is P6,894
P8,093 total
includes taxes & fees
Dec 22 - Dec 23
Eurostars Magnificent Mile
Congress Plaza Hotel
Lobby
Congress Plaza Hotel
3.5 star property
7.8 out of 10, Good, (8135)
"Very beautiful hotel. Friendly, competent staff. The room is comfortable. It would be better if the temperature of the air conditioner can be controlled. "
The price is P5,055
P5,934 total
includes taxes & fees
Nov 24 - Nov 25
Congress Plaza Hotel
L7 Chicago by LOTTE
Exterior
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (1048)
"Great hotel & Location"
The price is P8,962
P10,520 total
includes taxes & fees
Dec 22 - Dec 23
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)
"Súper hotel!"
The price is P5,598
P8,233 total
includes taxes & fees
Dec 15 - Dec 16
Hotel Riu Plaza Chicago
Hyatt Centric The Loop Chicago
Rooftop terrace
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 P6,841
P8,031 total
includes taxes & fees
Nov 25 - Nov 26
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 P6,317
P7,415 total
includes taxes & fees
Dec 9 - Dec 10
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (2277)
"Very small rooms, but clean and hi-tech. Great gym."
The price is P6,430
P7,550 total
includes taxes & fees
Nov 25 - Nov 26
citizenM Chicago Downtown
Freehand Chicago
Cocktail bar
Freehand Chicago
4.0 star property
8.0 out of 10, Very Good, (1508)
"the staff was amazing!! the room was way better than the reviews have said, ours was amazing!! and you can’t beat the fact that you are 5 mins from michigan ave! "
The price is P4,263
P5,835 total
includes taxes & fees
Nov 25 - Nov 26
Freehand Chicago
Hotel Felix River North/Magnificent Mile
Lobby sitting area
Hotel Felix River North/Magnificent Mile
4.0 star property
8.0 out of 10, Very Good, (1278)
"Great hotel for an out of towner!!"
The price is P5,657
P7,937 total
includes taxes & fees
Nov 26 - Nov 27
Hotel Felix River North/Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago
Premium bedding, in-room safe, desk, laptop workspace
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3263)
"Great place"
The price is P5,662
P6,647 total
includes taxes & fees
Dec 22 - Dec 23
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 P5,994
P7,036 total
includes taxes & fees
Dec 10 - Dec 11
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)
"Everything was wonderful! Enjoyed our stay and would recommend to anyone. "
The price is P7,896
P11,155 total
includes taxes & fees
Dec 17 - Dec 18
The Royal Sonesta Chicago Downtown
voco Chicago Downtown, an IHG Hotel
City view from property
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 P7,020
P8,242 total
includes taxes & fees
Nov 25 - Nov 26
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 P5,657
P6,641 total
includes taxes & fees
Dec 8 - Dec 9
Aloft Chicago Mag Mile
Embassy Suites by Hilton Chicago Downtown River North
Lobby
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.2 out of 10, Very Good, (3225)
"Friendly staff. Room was very clean. "
The price is P6,799
P7,981 total
includes taxes & fees
Dec 10 - Dec 11
Embassy Suites by Hilton Chicago Downtown River North
The Whitehall Hotel, BW Premier Collection
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
The Whitehall Hotel, BW Premier Collection
3.5 star property
8.2 out of 10, Very Good, (3388)
"Fantastic stay at the Whitehall once again! Clean room, very comfortable bed! Large windows to let in natural light but no view other than the concrete wall of the building nextdoor. That was ok though, all things considered. My favorite self parking situation in all of downtown Chicago...$51 per night WITH in and out privileges. Garage has a 7’7" clearance. Nice bar and restaurant on the first floor. I'll be back!"
The price is P5,524
P6,485 total
includes taxes & fees
Nov 27 - Nov 28
The Whitehall Hotel, BW Premier Collection
Trump International Hotel & Tower Chicago
Terrace/patio
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 P23,202
P27,236 total
includes taxes & fees
Dec 15 - Dec 16
Trump International Hotel & Tower Chicago
Swissotel - Chicago
Front of property - evening/night
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1940)
"Loved the location, it’s only a few blocks from Mag Mile. Loved the view of Lake Michigan from our 25th floor room. "
The price is P7,964
P11,078 total
includes taxes & fees
Nov 27 - Nov 28
Swissotel - Chicago
The Godfrey Hotel Chicago
Rooftop bar, alfresco dining, open daily
The Godfrey Hotel Chicago
4.5 star property
8.6 out of 10, Excellent, (1651)
"Great hotel. Super clean. "
The price is P5,265
P7,566 total
includes taxes & fees
Nov 25 - Nov 26
The Godfrey Hotel 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.