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Sleepy Hollow Hotel Guide - 4 Stars Hotels in Sleepy Hollow, Chicago

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Our top choices for Sleepy Hollow 4-star hotels

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

1. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,541 reviews)
"Great location, the staff was amazing!"
United States
Rebecca
The price is Rp2.742.808
Rp3.260.925 total
includes taxes & fees
1 Nov - 2 Nov
River Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,520 reviews)
"Nice Hotel and location!"
United States
Christian
The price is Rp2.173.634
Rp2.584.232 total
includes taxes & fees
11 Nov - 12 Nov
The Chicago Hotel Collection Ambassador Gold Coast
A grand lobby with a central bar, high ceilings, and classical architecture.

3. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,003 reviews)
"Beautiful room, friendly staff."
United States
Carrie
The price is Rp3.226.833
Rp3.836.383 total
includes taxes & fees
25 Oct - 26 Oct
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

4. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,433 reviews)
"Friendly staff, great location"
Canada
Anna
The price is Rp3.049.267
Rp4.154.365 total
includes taxes & fees
13 Nov - 14 Nov
Hilton Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,413 reviews)
"Had an amazing stay"
United States
Frankieta
The price is Rp2.319.588
Rp2.757.759 total
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection - Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,388 reviews)
"Great hotel"
United States
Said Lopez
The price is Rp3.821.724
Rp5.174.592 total
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,050 reviews)
"A fantastic A+ location in a well kept, boutique type hotel."
United States
Jeffrey Thomas
The price is Rp3.037.189
Rp3.610.915 total
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

8. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,154 reviews)
"Loved this trendy hotel. Great location, amenities, and service."
United States
Sheilaann
The price is Rp2.559.834
Rp3.043.386 total
includes taxes & fees
1 Nov - 2 Nov
The Wade
A modern building with a glass facade and a curved structure.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,257 reviews)
"Amazing stay"
United States
Christian
The price is Rp2.896.038
Rp3.300.903 total
includes taxes & fees
23 Oct - 24 Oct
Hyatt Regency O'Hare Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,512 reviews)
"The hotel was beautiful, great location"
United States
Addison
The price is Rp4.290.426
Rp5.743.910 total
includes taxes & fees
31 Oct - 1 Nov
Hyatt Regency Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,327 reviews)
"Great stay"
Canada
Robert
The price is Rp2.258.548
Rp2.730.359 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Saint Clair- Magnificent Mile
A modern kitchen with a marble island, fruit bowls, and a city view.

12. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,321 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is Rp5.390.073
Rp7.051.622 total
includes taxes & fees
25 Oct - 26 Oct
Fairmont Chicago at Millennium Park
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,259 reviews)
"Overall nice place to stay, in a very clean part of town."
United States
Joshua Anthony
The price is Rp3.947.913
Rp4.499.831 total
includes taxes & fees
23 Oct - 24 Oct
Loews Chicago O'Hare Hotel
A dining area with a table set for four, large windows offering a cityscape view at dusk.

14. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,657 reviews)
"Great location and friendly staff."
United States
Jordyn
The price is Rp3.046.563
Rp4.198.922 total
includes taxes & fees
1 Nov - 2 Nov
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

15. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,331 reviews)
"Great stay overall"
United States
Nathan
The price is Rp2.665.833
Rp3.169.409 total
includes taxes & fees
25 Oct - 26 Oct
Central Loop Hotel
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.

16. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,138 reviews)
"Great extras Good location"
United States
carol
The price is Rp1.943.310
Rp2.910.521 total
includes taxes & fees
9 Nov - 10 Nov
Hotel Felix River North/Magnificent Mile
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

17. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,988 reviews)
"I’d stay here again."
United States
Eliana
The price is Rp2.742.808
Rp3.260.924 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Downtown River North
A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.

18. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.6 out of 10, Excellent, (2,551 reviews)
"Usually stay here a couple times a year, always a good experience."
United States
Richard
The price is Rp4.075.905
Rp4.784.706 total
includes taxes & fees
13 Nov - 14 Nov
Hilton Chicago O'Hare Airport
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

19. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,877 reviews)
"It was a very nice stay! We enjoyed the hotel The views were amazing"
United States
James
The price is Rp3.983.967
Rp5.272.660 total
includes taxes & fees
15 Nov - 16 Nov
LondonHouse Chicago, Curio Collection by Hilton
A cityscape with high-rise buildings, a marina, and a waterfront.

20. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
South Loop
9.2 out of 10, Wonderful, (1,496 reviews)
"Great time in a great city will definitely be back again and stay here"
Canada
Najma
The price is Rp5.029.533
Rp6.509.057 total
includes taxes & fees
23 Oct - 24 Oct
Hyatt Regency McCormick Place Chicago
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Sleepy Hollow.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
The price is Rp9.283.905 per night from 15 Nov to 16 Nov
Rp9.283.905
Rp11.037.636 total
15 Nov - 16 Nov
includes taxes & fees
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Top Sleepy Hollow Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Room is spacious, very clean hotel. I would recommend."
Ramesh 4-night trip
Posted less than an hour ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

What are the best 4-star hotels in Sleepy Hollow?
DoubleTree by Hilton Chicago Midway Airport gets rave reviews from Expedia travellers. This 4-star hotel around Sleepy Hollow guarantees a welcoming guest experience and plenty of handy amenities.
How much does it cost to stay in a 4-star hotel in Sleepy Hollow?
To lock in a 4-star hotel in Sleepy Hollow that fits your budget, make use of Expedia's filter tool. Browse the availability during your getaway dates and use our pricing filter to set your maximum rate. You can also sort your results by the most affordable stay first.

  • Search for the lowest price from Rp9.885.646

What's the difference between 5-star and 4-star hotels in Sleepy Hollow?
If you choose to holiday at a 4-star hotel in Sleepy Hollow, you'll usually find loads of amenities to keep you comfortable, such as a restaurant, gym and pool. You can enjoy excellent service and upmarket surroundings. Choose a 5-star hotel and you'll have access to a few extra perks — think on-site spas, concierge assistance and nightly turndown services. You're likely to get extra amenities and first-class services at a 5-star getaway, but both are awesome options for luxury travellers.