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Top Trending Hotels Near Sleepy Hollow, Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1006)
"Great stay"
The price is 3.783.168 ₫
4.441.061 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1085)
"Beautiful hotel, we were able to walk everywhere we needed to get to! tons of shopping and food close by. "
The price is 4.018.670 ₫
4.717.515 ₫ total
includes taxes & fees
18 Aug - 19 Aug
The Chicago Hotel Collection Ambassador Gold Coast
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2820)
"Excellent hotel in a great location."
The price is 6.150.012 ₫
7.219.498 ₫ total
includes taxes & fees
1 Sept - 2 Sept
L7 Chicago by LOTTE
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1305)
"He a great time, clean hotel"
The price is 4.232.419 ₫
5.739.643 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Claridge House
River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4525)
"Great stay and great location"
The price is 3.861.984 ₫
4.533.583 ₫ total
includes taxes & fees
24 Aug - 25 Aug
River Hotel
ACME Hotel Company
Cocktail bar

ACME Hotel Company

3.5 star property
9.0 out of 10, Wonderful, (1755)
"Great place"
The price is 3.759.523 ₫
4.413.433 ₫ total
includes taxes & fees
24 Aug - 25 Aug
ACME Hotel Company
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1937)
"Great stay"
The price is 3.336.544 ₫
4.533.635 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Everyone was nice and a great location "
The price is 3.121.114 ₫
3.663.894 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Ohio House Motel
Pendry Chicago
View from property

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1055)
"Wonderful Stay."
The price is 6.173.920 ₫
8.327.080 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Pendry Chicago
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1167)
"Very enjoyable stay"
The Chicago Hotel Collection - Magnificent Mile
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, (2075)
"Great place to stay!"
The price is 4.287.065 ₫
5.794.474 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2474)
"Had a wonderful stay here and staff was super friendly!"
The price is 3.523.075 ₫
4.598.125 ₫ total
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (268)
"Great place. Good stay for family vacation to Chicago"
Level Chicago Fulton Market
The Godfrey Hotel Chicago
American cuisine, al fresco dining

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1892)
"Loved the stay"
The price is 3.914.528 ₫
5.212.131 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The Godfrey Hotel Chicago
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1182)
"Friendly staff, rooms very clean, food was excellent "
The price is 13.682.706 ₫
16.062.129 ₫ total
includes taxes & fees
29 Aug - 30 Aug
The Emily Hotel
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2310)
"Beautiful hotel , breakfast was amazing "
The price is 4.177.248 ₫
5.644.277 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3703)
"Our stay was wonderful."
The price is 3.995.971 ₫
4.690.869 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
8.6 out of 10, Excellent, (1790)
"Fabulous location, Happy helpful staff, great place to stay!"
The price is 3.861.984 ₫
4.533.583 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Club Quarters Hotel Wacker at Michigan, Chicago
Embassy Suites by Hilton Chicago Downtown River North
Lobby

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very good, (4716)
"a great stay"
The price is 4.220.597 ₫
4.954.559 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2604)
"Great experience with staff, room and overall stay! "
The price is 4.533.417 ₫
6.092.861 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Swissotel - Chicago
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 Lake Michigan 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.

Top Sleepy Hollow Hotel Reviews

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 Bridgeport Art Center are a couple of other sights to visit.