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Find 4 Star Hotels in Sleepy Hollow, IL from AED 556

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Check availability on Sleepy Hollow 4 Star Hotels

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, (5,539 reviews)
"Great location, the staff was amazing!"
United States
Rebecca
The price is AED 559
AED 664 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, (2,516 reviews)
"Nice Hotel and location!"
United States
Christian
The price is AED 525
AED 624 total
includes taxes & fees
1 Nov - 2 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, (1,002 reviews)
"Beautiful room, friendly staff."
United States
Carrie
The price is AED 643
AED 764 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, (3,430 reviews)
"Friendly staff, great location"
Canada
Anna
The price is AED 609
AED 834 total
includes taxes & fees
30 Oct - 31 Oct
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, (2,410 reviews)
"Had an amazing stay"
United States
Frankieta
The price is AED 473
AED 562 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, (3,387 reviews)
"Great hotel"
United States
Said Lopez
The price is AED 779
AED 1,054 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, (5,049 reviews)
"A fantastic A+ location in a well kept, boutique type hotel."
United States
Jeffrey Thomas
The price is AED 565
AED 672 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, (2,152 reviews)
"Loved this trendy hotel. Great location, amenities, and service."
United States
Sheilaann
The price is AED 522
AED 620 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, (3,254 reviews)
"Amazing stay"
United States
Christian
The price is AED 590
AED 673 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 AED 874
AED 1,170 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 AED 460
AED 556 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, (2,319 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is AED 1,098
AED 1,437 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 AED 804
AED 917 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, (3,656 reviews)
"Great location and friendly staff."
United States
Jordyn
The price is AED 621
AED 856 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, (2,330 reviews)
"Great stay overall"
United States
Nathan
The price is AED 543
AED 646 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, (3,137 reviews)
"Great extras Good location"
United States
carol
The price is AED 396
AED 593 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 AED 559
AED 664 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 AED 793
AED 931 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, (3,876 reviews)
"It was a very nice stay! We enjoyed the hotel The views were amazing"
United States
James
The price is AED 812
AED 1,074 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 AED 1,025
AED 1,326 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 AED 1,892 per night from Nov 15 to Nov 16
AED 1,892
AED 2,249 total
15 Nov - 16 Nov
includes taxes & fees
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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.

Top Sleepy Hollow Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"I was apprehensive about this hotel after reading some of the reviews. I was pleasantly surprised how great the hotel was. I am not sure what happened to previous people that wrote bad reviews of this place but the room was nice, the staff was helpful and it was a very nice stay. I would reccomend this hotel."
Lisa 3-night trip
Posted 1 hour ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Frequently asked questions

What are the best 4-star hotels in Sleepy Hollow?
DoubleTree by Hilton Chicago Midway Airport is highly praised by Expedia customers. 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?
With Expedia's handy filter tool, scoring a fabulous deal on a 4-star hotel in Sleepy Hollow just got easier. Start by entering your chosen travel dates and length of your stay. Then sort the results by price and choose a property that best suits your style and budget.

  • Search for the lowest price from AED 2,014

What's the difference between 5-star and 4-star hotels in Sleepy Hollow?
Give yourself the luxury treatment during your Sleepy Hollow escape by choosing a 4-star hotel. As well as featuring upscale accommodations, these properties are typically packed with amenities like large beds, bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more lavish and memorable one. Concierge assistance, luxurious spas and gourmet dining are a few of the first-rate conveniences and services you'll likely be able to enjoy.

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