Search Hotels in Sleepy Hollow, Chicago

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Top Trending Hotels Near Sleepy Hollow, Chicago

Terrace/patio
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (1305)
"It was nice. I would return. "
The price is £140
per night
12 May - 13 May
citizenM Chicago Downtown
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3488)
"Location was close to tourist spots and restaurants "
The price is £187
per night
12 May - 13 May
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, (1890)
"Excellent Hotel"
The price is £181
per night
27 May - 28 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
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Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1004)
"Nice property,excellent location"
The price is £243
per night
27 May - 28 May
Virgin Hotels Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1174)
"A"
The price is £347
per night
23 May - 24 May
Trump International Hotel & Tower Chicago
Exterior
Loews Chicago Hotel
4.5 star property
9.2 out of 10, Wonderful, (1514)
"Outstanding space in the heart of it all - yet, just off enough to be a great hideaway or escape. The front staff are outstanding and accomodating. A 5 * best place to stay. "
The price is £184
per night
5 May - 6 May
Loews Chicago Hotel
Lobby
Silversmith Hotel Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (1604)
"Beverly at the front desk is wonderful. The hotel is very convenient to all cta lines and a very reasonable price. Clean, quiet and comfortable bed. I've stayed here twice now, and I will stay again! The water pressure could be better on the higher floors, but that's my only complaint. "
The price is £170
per night
27 May - 28 May
Silversmith Hotel Chicago Downtown
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3486)
"Absolutely phenomenal "
The price is £217
per night
12 May - 13 May
Hyatt Regency Chicago
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1907)
"Hotel was very clean, the staff was very nice. Hotel is conveniently located near a lot of restaurants and close to public transportation "
The price is £208
per night
27 May - 28 May
The Royal Sonesta Chicago Downtown
Cocktail bar
ACME Hotel Company
3.5 star property
9.0 out of 10, Wonderful, (1371)
"I liked the environment inside the Hotel, the service was easy. The room was complete with everything (shampoo, etc). However, if you want additional self-care, you can ask and they can help you. The bar in the lobby is great, if you don't want to go far from your hotel, the bar is the best option where you can spend time with your friends. I really loved the place and in my next visit I would like to stay again there. "
The price is £133
per night
5 May - 6 May
ACME Hotel Company
Exterior
Hyatt Place Chicago/River North
3.5 star property
9.0 out of 10, Wonderful, (1385)
"The room was great! I enjoyed the view and the amenities were great. I enjoyed the free breakfast each morning. The hotel was only a short walk to the subway which I used every day. The staff was friendly and I enjoyed chatting with them. I would recommend staying there!"
The price is £176
per night
12 May - 13 May
Hyatt Place Chicago/River North
City view from property
voco Chicago Downtown, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1151)
"I visited for my birthday. The room was clean except for the A/C vent, It could've had a little more attention to it, but to be fair, maintenance did come while we were there to change the vent but my daughter and I was getting dress at the time. Overall, the hotel was beautiful, clean and the staff were very helpful and nice. "
The price is £168
per night
27 May - 28 May
voco Chicago Downtown, an IHG Hotel
Aerial view
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1003)
"The reception area was very courteous and had that willing to help - Thank You "
The price is £160
per night
27 May - 28 May
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
Lobby
Hyatt Centric Chicago Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (1298)
"Loved this hotel and will return. Great location to everything. Easy pick up for Uber and other transportations. Valet price is not bad compared to other hotels. Everyone super friendly! "
The price is £196
per night
12 May - 13 May
Hyatt Centric Chicago Magnificent Mile
Daily cooked-to-order breakfast for a fee
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2186)
"Good hotel. Friendly staff. Pet friendly hotel."
The price is £137
per night
5 May - 6 May
Aloft Chicago Mag Mile
Exterior
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
8.6 out of 10, Excellent, (1561)
"I the shopping area and the staff was very helpful."
The price is £240
per night
12 May - 13 May
InterContinental Chicago Magnificent Mile, an IHG Hotel
Exterior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3033)
"I enjoyed my stay at Club quarters. The staff were amazing and friendly. The area is close to lots of food options. Very close to Millennium Park , the famous art institute of chicago . And though the Bean (cloud gate) was closed for renovation i was able to sneak a peak. The room is small but perfect for my needs the added plus was a microwave in the room to warm up any late night snacks. They also have a huge club area downstairs with a free coffee and Tea bar . This was perfect for my 4...
The price is £135
per night
28 May - 29 May
Club Quarters Hotel, Central Loop, Chicago
Front of property – evening/night
Fairmont Chicago at Millennium Park
4.5 star property
8.6 out of 10, Excellent, (1478)
"Location"
The price is £241
per night
4 May - 5 May
Fairmont Chicago at Millennium Park
Rooftop bar, al fresco dining, open daily
The Godfrey Hotel Chicago
4.5 star property
8.6 out of 10, Excellent, (1528)
"This is the third time we stayed at this hotel. Perfect location. Very friendly staff. The restaurant/bar on the 4th floor has amazing views and a cool atmosphere. "
The price is £187
per night
14 May - 15 May
The Godfrey Hotel Chicago
Terrace/patio
Home2 Suites by Hilton Chicago River North
3.0 star property
8.4 out of 10, Very good, (1465)
"Great property. Very clean, very friendly, and very convenient location. "
The price is £134
per night
27 May - 28 May
Home2 Suites by Hilton Chicago River North
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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 neighbourhoods around Sleepy Hollow

Hotels in top Chicago neighborhoods Learn more about Sleepy Hollow

Sleepy Hollow Travel Info

Location
Chicago, United States of America
Similar neighbourhoods
Central Chicago, Magnificent Mile and The Loop
Number of hotels
4,302
Known landmarks
Balzekas Museum of Lithuanian Culture

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.

Sleepy Hollow Hotel Reviews