Sleepy Hollow Hotels, Chicago

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Check prices for these dates

Tonight
7 Feb - 8 Feb
Tomorrow
8 Feb - 9 Feb
This weekend
7 Feb - 9 Feb
Next weekend
14 Feb - 16 Feb

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4376 Cheap Hotels in Sleepy Hollow - Specials, Reviews, & Last Minute Deals

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2033)
"Great staff and service, very clean and comfortable "
The price is AU$233
includes taxes & fees
25 Feb - 26 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1927)
"The hotel was, as always, clean, quiet and comfortable with service to match. Location is great. We missed the swimming pool☹️"
The price is AU$331
includes taxes & fees
17 Feb - 18 Feb
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1411)
"Great property and location was spot on "
The price is AU$310
includes taxes & fees
9 Feb - 10 Feb
Loews Chicago Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1803)
"We had a nice stay. The staff was friendly. "
The price is AU$178
includes taxes & fees
18 Feb - 19 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1428)
"Had accessible room, which made for huge bathroom. Only three issues- 1) Deadbolt on door didn’t function. 2) Handheld shower wand didn’t function so only rain shower worked. 3) Couldn’t control temperature in main room so, being February, it was cooler than I’d like."
The price is AU$343
includes taxes & fees
23 Feb - 24 Feb
Radisson Blu Aqua Hotel Chicago
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, (1625)
"Great!"
The price is AU$364
includes taxes & fees
9 Feb - 10 Feb
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2582)
"The stay was amazing, wonderful room and lots of dining options within walking distance!"
The price is AU$142
includes taxes & fees
24 Feb - 25 Feb
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1001)
"Everything was great , it was clean and the receptionist was exceptional . Would definitely come back again and recommend to others . "
The price is AU$161
includes taxes & fees
24 Feb - 25 Feb
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very good, (1634)
"I celebrated my birthday with friends. The room was perfect. Just enough space, and the right accomodations. Thank you"
The price is AU$214
includes taxes & fees
9 Mar - 10 Mar
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3192)
"Beautiful room. Great location. "
The price is AU$315
includes taxes & fees
9 Feb - 10 Feb
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (1993)
"Definitely a high end property where all of breakfast is moved to a high end restaurant. I appreciated the microwave in the room. Layout of the room was fun and enjoyable. Staff was excellent and friendly. Lobby is warm and inviting and cafe was classy. Do not come for a workout. The "relax" room had a crunch chair and peloton (which worked and I used). I was expecting a standard Hilton brand workout room with weights, treadmills, and pulley system. Should have checked and not assume,...
The price is AU$213
includes taxes & fees
10 Feb - 11 Feb
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1779)
"Needed a room for the night while I was in town for a show. Location was great, rooms were decent-enough but felt a bit dated. No complaints about cleanliness, at least in my room!"
The price is AU$172
includes taxes & fees
23 Feb - 24 Feb
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1030)
"Clean"
The price is AU$260
includes taxes & fees
23 Feb - 24 Feb
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1005)
"Excellent hotel! Convenient to Northwestern Hospital!"
The price is AU$187
includes taxes & fees
12 Feb - 13 Feb
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1521)
"Great location and excellent staff "
The price is AU$119
includes taxes & fees
18 Feb - 19 Feb
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1420)
"Staff was amazing! Kassandra at the front desk was very welcoming. She’s very personable and takes those extra step to make you happy and that you have chosen the right place to stay "
The price is AU$230
includes taxes & fees
12 Feb - 13 Feb
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Exterior

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2510)
"Very good stay. I will be back."
The price is AU$125
includes taxes & fees
25 Feb - 26 Feb
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8479)
"Hotel was very clean and staff was awesome! "
The price is AU$160
includes taxes & fees
18 Feb - 19 Feb
Congress Plaza Hotel
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1000)
"Sarah the bartender was magnificent she talked laughed and smiled with us definitely helped us have a memorable moment! Thanks girl!"
The price is AU$202
includes taxes & fees
27 Feb - 28 Feb
Le Méridien Essex Chicago
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (1775)
"I truly had the best solo stay. "
The price is AU$342
includes taxes & fees
23 Feb - 24 Feb
InterContinental Chicago Magnificent Mile by IHG
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.
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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.