Sleepy Hollow Hotels, Chicago

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Find properties with these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
This weekend
May 10 - May 12

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4362 Cheap Hotels in Sleepy Hollow - Specials, Reviews, & Last Minute Deals

Congress Plaza Hotel
Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6691)
"Quaint gem"
The price is NZ$293
per night
13 May - 14 May
Congress Plaza Hotel
Hyatt Regency Chicago
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3491)
"All good"
The price is NZ$423
per night
27 May - 28 May
Hyatt Regency Chicago
Aloft Chicago Mag Mile
Daily cooked-to-order breakfast for a fee
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2198)
"Really great stay here! The location could not have been more perfect. "
The price is NZ$348
per night
27 May - 28 May
Aloft Chicago Mag Mile
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citizenM Chicago Downtown
Terrace/patio
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (1327)
"New hotel in the center of Chicago. High tech youth hostel vibe. Rooms small but very well designed. Perfect for one person but a squeeze for two. Great communal spaces to relax and excellent gym."
The price is NZ$299
per night
12 May - 13 May
citizenM Chicago Downtown
Freehand Chicago
Cocktail bar
Freehand Chicago
4.0 star property
7.8 out of 10, Good, (1008)
"I love this place! I’ve stayed here 3 times and it’s always good service and polite staff. The area is perfect. I highly recommend it. "
The price is NZ$207
per night
27 May - 28 May
Freehand Chicago
Hotel Felix River North/Magnificent Mile
Lobby sitting area
Hotel Felix River North/Magnificent Mile
4.0 star property
7.8 out of 10, Good, (1011)
"Very friendly "
The price is NZ$250
per night
12 May - 13 May
Hotel Felix River North/Magnificent Mile
InterContinental Chicago Magnificent Mile, an IHG Hotel
Exterior
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
8.6 out of 10, Excellent, (1580)
"I"
The price is NZ$397
per night
12 May - 13 May
InterContinental Chicago Magnificent Mile, an IHG Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Presidential Room, 2 Bedrooms, Non Smoking
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
8.2 out of 10, Very good, (2419)
"The location is perfect and accessible to everywhere "
The price is NZ$342
per night
12 May - 13 May
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Home2 Suites by Hilton Chicago River North
Terrace/patio
Home2 Suites by Hilton Chicago River North
3.0 star property
8.4 out of 10, Very good, (1481)
"Great property we’ll be back "
The price is NZ$309
per night
12 May - 13 May
Home2 Suites by Hilton Chicago River North
Eurostars Magnificent Mile
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1910)
"Excellent property, we loved everything about it. Great front desk staff!"
The price is NZ$350
per night
12 May - 13 May
Eurostars Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago
Exterior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3053)
"Thank you for your service"
The price is NZ$257
per night
12 May - 13 May
Club Quarters Hotel, Central Loop, Chicago
LondonHouse Chicago, Curio Collection by Hilton
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3505)
"Location, location, location!!"
The price is NZ$395
per night
27 May - 28 May
LondonHouse Chicago, Curio Collection by Hilton
Sable at Navy Pier 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, (1888)
"Nice hotel close to shopping and restaurants. Hotel restaurant breakfast buffet food was cold. Valet parking too expensive. Staff was nice and accommodating. Our floor was noisy with people partying on Friday night."
The price is NZ$411
per night
27 May - 28 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.0 out of 10, Very good, (1783)
".."
The price is NZ$291
per night
12 May - 13 May
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Best Western Grant Park Hotel
Exterior
Best Western Grant Park Hotel
2.5 star property
7.8 out of 10, Good, (2543)
"Best Western-Grant Park and the most friendly staff on call most of the times. I did interact with one or two not so friendly members. But everyone else helpful and sweet which out weighed the others "
The price is NZ$213
per night
27 May - 28 May
Best Western Grant Park Hotel
Fairmont Chicago at Millennium Park
Front of property - evening/night
Fairmont Chicago at Millennium Park
4.5 star property
8.6 out of 10, Excellent, (1482)
"Nice"
The price is NZ$387
per night
12 May - 13 May
Fairmont Chicago at Millennium Park
Virgin Hotels Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1007)
"This hotel is top notch! The most comfortable bed, linens and pillows ever….they have thought of everything, including little things like the time is displayed in red light letters on the ceiling during the night, near the bed! We enjoyed the restaurant for breakfast and the rooftop bar was so fun for drinks and small plates…the views were wonderful! Our room was spotless and every staff person we came across was friendly, professional and very helpful! We had a fabulous two night stay and would...
The price is NZ$457
per night
27 May - 28 May
Virgin Hotels Chicago
The Royal Sonesta Chicago Downtown
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1924)
"Great customer service, very attentive and friendly. Room was comfortable/clean and location was great! "
The price is NZ$404
per night
27 May - 28 May
The Royal Sonesta Chicago Downtown
Travelodge by Wyndham Downtown Chicago
Lobby
Travelodge by Wyndham Downtown Chicago
2.0 star property
6.4 out of 10, (1641)
"I had an amazing time staying here. Highly recommend. I felt safe and the staff was so accommodating. Clean room and literally under 20 minutes from the airport."
The price is NZ$218
per night
12 May - 13 May
Travelodge by Wyndham Downtown Chicago
Trump International Hotel & Tower Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1186)
"Impeccable "
The price is NZ$722
per night
23 May - 24 May
Trump International Hotel & Tower Chicago
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See all available properties in Sleepy Hollow
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.

Frequently asked questions

What's it like in Sleepy Hollow?

Sleepy Hollow is a neighbourhood that travellers 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 reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to view the top deals on offer in Sleepy Hollow.

What can I see and do in this Chicago neighbourhood?

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.