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11 Jul - 12 Jul
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Top Trending Hotels Near Sleepy Hollow, Chicago

The Buckingham Hotel
Enjoy a panoramic city view from the comfort of this stylish room, featuring a cozy seating area with two armchairs and a small table.

The Buckingham Hotel

3.5 star property
9.0 out of 10, Wonderful, (1003)
"Great location, very clean, spacious, friendly staff."
The Buckingham Hotel
Hyatt Place Chicago/River North
Fresh produce and baked goods are neatly displayed in this well-organized food area.

Hyatt Place Chicago/River North

3.5 star property
9.2 out of 10, Wonderful, (1435)
"Great staff and amazing location "
The price is £173
includes taxes & fees
10 Aug - 11 Aug
Hyatt Place Chicago/River North
Thompson Chicago, by Hyatt
Stairs lead to a bar area with a counter and seating on the upper level.

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1160)
"Great location and property!"
The price is £145
includes taxes & fees
10 Aug - 11 Aug
Thompson Chicago, by Hyatt
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3291)
"Great location and stay"
The price is £223
includes taxes & fees
6 Aug - 7 Aug
Hyatt Regency Chicago
Central Loop Hotel
Enjoy casual dining in a rustic setting with exposed brick walls and wooden furniture.

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1802)
"Amazing welcome from staff and very convenient restaurant in the lobby area. "
The price is £108
includes taxes & fees
7 Aug - 8 Aug
Central Loop Hotel
Aloft Chicago Mag Mile
Conference room with a large, round table and six chairs, offering city views.

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2755)
"Staff was very friendly and efficient from the valet to the front desk. Good location id stay there again"
The price is £155
includes taxes & fees
6 Aug - 7 Aug
Aloft Chicago Mag Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2057)
"Amazing property clean comfy bedding and wonderful views"
The price is £215
includes taxes & fees
13 Jul - 14 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
River Hotel
Elevators lead to upper floors from this grand corridor, flanked by ornate columns.

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4355)
"The hotel was great from the staff to the location "
The price is £126
includes taxes & fees
7 Aug - 8 Aug
River Hotel
Arlo Chicago
Welcome to the Arlo hotel, featuring a modern entrance with a glass facade and brick and stone architecture.

Arlo Chicago

4.0 star property
9.2 out of 10, Wonderful, (1787)
"Been there a couple times always a nice stay, great location "
The price is £189
includes taxes & fees
13 Jul - 14 Jul
Arlo Chicago
Hilton Chicago/Magnificent Mile Suites
Enjoy a sophisticated dining experience with a beautifully set table and city view.

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2426)
"Friendly staff, beautiful views, excellent location "
The price is £146
includes taxes & fees
10 Aug - 11 Aug
Hilton Chicago/Magnificent Mile Suites
La Quinta by Wyndham Chicago O'Hare Airport
Relax in a stylish space with a seating area, dining table, and flat-screen TV.

La Quinta by Wyndham Chicago O'Hare Airport

3.0 star property
8.4 out of 10, Very good, (1648)
"Very new hotel with a Great breakfast"
The price is £81
includes taxes & fees
11 Aug - 12 Aug
La Quinta by Wyndham Chicago O'Hare Airport
Ohio House Motel
Located at the corner of a bustling street, Ohio House features a flat roof and large glass windows.

Ohio House Motel

2.5 star property
9.0 out of 10, Wonderful, (1014)
The price is £106
includes taxes & fees
4 Aug - 5 Aug
Ohio House Motel
Palmer House a Hilton Hotel
Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1778)
"Love this hotel"
The price is £170
includes taxes & fees
8 Aug - 9 Aug
Palmer House a Hilton Hotel
Level Chicago - River North
Relax in a spacious living room with a large sofa and coffee table, offering expansive city views and a dining area.

Level Chicago - River North

4.0 star property
9.0 out of 10, Wonderful, (640)
"Great place "
The price is £258
includes taxes & fees
11 Aug - 12 Aug
Level Chicago - River North
L7 Chicago by LOTTE
Stunning hotel exterior with a sleek glass canopy and modern design.

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2625)
"Very nice location and great restaurant on the premises "
The price is £192
includes taxes & fees
27 Jul - 28 Jul
L7 Chicago by LOTTE
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Experience the hotel's inviting atmosphere, featuring a spacious lobby with large windows, comfortable seating, and a cozy reading nook.

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1886)
"Great stay! "
The price is £118
includes taxes & fees
11 Aug - 12 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hotel Felix River North/Magnificent Mile
Relax in the hotel lobby, featuring a spacious seating area with a sofa, armchairs, and a small table.

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1854)
"Great location "
The price is £120
includes taxes & fees
11 Aug - 12 Aug
Hotel Felix River North/Magnificent Mile
Sonesta Simply Suites Chicago O'Hare Airport
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, microwave, and coffee maker.

Sonesta Simply Suites Chicago O'Hare Airport

2.0 star property
8.4 out of 10, Very good, (1818)
"Very comfortable stay. "
The price is £86
includes taxes & fees
24 Jul - 25 Jul
Sonesta Simply Suites Chicago O'Hare Airport
The Willows Hotel
Enjoy a restful stay in this inviting room featuring a comfortable bed, a ceiling fan, and a window with a scenic view.

The Willows Hotel

3.0 star property
8.4 out of 10, Very good, (1008)
"Great stay"
The price is £115
includes taxes & fees
11 Aug - 12 Aug
The Willows Hotel
Silversmith Hotel Chicago Downtown
Experience the sleek lobby with a reception desk, black metal railings, and a geometric patterned wall.

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1864)
The price is £173
includes taxes & fees
20 Jul - 21 Jul
Silversmith Hotel Chicago Downtown
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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Where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas for the activities you enjoy most.
Downtown Chicago featuring a city
Downtown Chicago map

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North
Magnificent Mile map

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown featuring a river or creek
The Loop map

The Loop

Michigan Avenue and Art Institute of Chicago are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

River North map

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Chicago featuring a city and modern architecture
Lincoln Park map

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Frequently asked questions

What are the best family hotels in Sleepy Hollow?
The Carlton Inn Midway in Chicago is a fantastic option for families seeking comfort and convenience during their travels. This family-friendly hotel offers complimentary cribs and free stays for children, making it an excellent choice for those traveling with little ones.
What hotels in Sleepy Hollow offer free breakfast?
Carlton Inn Midway in Chicago is an excellent choice for travellers seeking a family-friendly atmosphere with convenient amenities. This welcoming hotel offers a complimentary continental breakfast, ensuring that families can start their day off right without any hassle. The 24-hour airport shuttle service makes it easy for guests to navigate their travel plans, great for families arriving with little ones in tow.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sleepy Hollow.
How can I save on a Sleepy Hollow hotel booking with Expedia?
Members always get our best prices. Find our best Sleepy Hollow hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Sleepy Hollow hotel?
Hotel prices in Sleepy Hollow often vary, but you can find a great deal from £91 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.