Find hotels in Sleepy Hollow, Chicago from ¥16,343

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Discover 4,326 Sleepy Hollow hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6781)
"Room was renovated, and very nice and clean. For an old hotel, this was a very nice experience!"
The price is ¥23,133
per night
May 27 - May 28
Congress Plaza Hotel
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3491)
"-"
The price is ¥28,640
per night
May 27 - May 28
Hyatt Regency Chicago
Daily cooked-to-order breakfast for a fee
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2213)
"I loved the consistency in housekeeping "
The price is ¥23,192
per night
May 27 - May 28
Aloft Chicago Mag Mile
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Terrace/patio
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (1365)
"Stayed here on a short anniversary trip. Convenient location for getting around and enjoyed the iPad controls in the room. Would gladly stay again!"
The price is ¥20,701
per night
May 27 - May 28
citizenM Chicago Downtown
Cocktail bar
Freehand Chicago
4.0 star property
7.8 out of 10, Good, (1017)
"Very chic bohemian and a great value for the price"
The price is ¥16,343
per night
May 27 - May 28
Freehand Chicago
Lobby sitting area
Hotel Felix River North/Magnificent Mile
4.0 star property
8.0 out of 10, Very Good, (1021)
"We had an amazing experience at this property. The staff were very accommodating and helped us with resolving our issues with Expedia. I would stay at this hotel the next time we are in Chicago."
The price is ¥19,051
per night
May 27 - May 28
Hotel Felix River North/Magnificent Mile
Exterior
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
8.6 out of 10, Excellent, (1591)
"The staff were top notch and courteous "
The price is ¥30,196
per night
May 27 - May 28
InterContinental Chicago Magnificent Mile, an IHG Hotel
Presidential Room, 2 Bedrooms, Non Smoking | Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
8.2 out of 10, Very Good, (2444)
"I love this hotel..and it’s very clean!!"
The price is ¥26,476
per night
May 27 - May 28
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Terrace/patio
Home2 Suites by Hilton Chicago River North
3.0 star property
8.4 out of 10, Very Good, (1502)
"we had an amazing time. Breakfast was delicious, staff were incredibly kind and friendly. Our room was basically perfect. I would stay here again, in a heartbeat."
The price is ¥25,005
per night
May 27 - May 28
Home2 Suites by Hilton Chicago River North
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very Good, (1944)
"Lovely room not so much of a view besides the bathroom lol which is amazing! The stay overall I’ll give it 8.5/10 just which I could have went out on the balcony. ( Which was closed for safety reasons)"
The price is ¥28,017
per night
May 29 - May 30
Eurostars Magnificent Mile
Exterior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3066)
"Staff were in general friendly and courteous. Gym was adequate. Cleaning services only occurred after 3 days, which was frustrating. This is even after I had requested the room be cleaned before that. "
The price is ¥23,511
per night
May 27 - May 28
Club Quarters Hotel, Central Loop, Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3529)
"The staff were very considerate and very professional."
The price is ¥23,550
per night
May 27 - May 28
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.2 out of 10, Wonderful, (1910)
"Very good place to stay right on Navy Pier "
The price is ¥35,854
per night
May 27 - May 28
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.0 out of 10, Very Good, (1797)
"Ideal location for sightseeing, shopping, dining at a variety of excellent restaurants. Also convenient for many businesses and convention sites"
The price is ¥24,727
per night
May 27 - May 28
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
Best Western Grant Park Hotel
2.5 star property
7.8 out of 10, Good, (2542)
"Facility is good, but the environment is not so quiet at night."
The price is ¥18,390
per night
May 27 - May 28
Best Western Grant Park Hotel
Front of property - evening/night
Fairmont Chicago at Millennium Park
4.5 star property
8.6 out of 10, Excellent, (1487)
"Requested a fridge and microwave, as they do not come in each room. Wasn't there when we checked in, but came shortly and worked well. Nice hotel, but no pool and they only offer parking as a valet service for $80+ per day. Ended up parking at Aon Center for $17/day, which was VERY close. "
The price is ¥29,425
per night
May 27 - May 28
Fairmont Chicago at Millennium Park
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1005)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is ¥36,578
per night
May 27 - May 28
Virgin Hotels Chicago
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1938)
"Close walk to theater district. Amazing views of the city. Was able to get in our room early, and staff was very friendly. "
The price is ¥27,877
per night
May 27 - May 28
The Royal Sonesta Chicago Downtown
Lobby
Travelodge by Wyndham Downtown Chicago
2.0 star property
6.4 out of 10, (1667)
"The shower was incredibly dirty. The entire bathroom was dirty. The sheets were paper thin. The TV was from the 1900s. However the staff was pleasant. "
The price is ¥16,670
per night
May 28 - May 29
Travelodge by Wyndham Downtown Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1195)
"The best hotel hands down!"
The price is ¥57,785
per night
May 27 - May 28
Trump International Hotel & Tower Chicago
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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.

Other neighborhoods around Sleepy Hollow

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Sleepy Hollow hotels information

Number of reviews
43,404
Accommodation
4,326 hotels
Lowest Price
¥16,343
Highest Price
¥57,785

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.

Recent reviews of Sleepy Hollow hotels