Find 5 Star Hotels in Sleepy Hollow, IL from SAR 278

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Compare Sleepy Hollow 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Banquet hall

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1450)
"I had to pay fomy upgrade "
The price is SAR 1,478
SAR 1,735 total
includes taxes & fees
1 Dec - 2 Dec
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Wonderful property. Amazing service. "
The price is SAR 1,971
SAR 2,314 total
includes taxes & fees
26 Nov - 27 Nov
The Peninsula Chicago
The Langham, Chicago
Exterior

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1000)
"Love my stays here. The staff have an eye for detail. I know you’re somewhere special when you stay at the Langham."
The price is SAR 1,715
SAR 2,013 total
includes taxes & fees
22 Dec - 23 Dec
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1026)
"The room had a balcony, fireplace, and the bathroom had a beautiful luxurious bathtub. Room service was very kind!! Front desk check-in was effortless, and the agent was kind.."
The price is SAR 1,487
SAR 1,745 total
includes taxes & fees
8 Dec - 9 Dec
Waldorf Astoria Chicago
Nobu Hotel Chicago
Reception

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (573)
"Excellent property"
The price is SAR 1,179
SAR 1,384 total
includes taxes & fees
15 Dec - 16 Dec
Nobu Hotel Chicago
Four Seasons Hotel Chicago
Room

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1021)
"Needs an update "
The price is SAR 1,502
SAR 1,763 total
includes taxes & fees
26 Dec - 27 Dec
Four Seasons Hotel Chicago
Park Hyatt Chicago
Exterior

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1021)
"Great Breakfast and amazing room with a view of the lake."
The price is SAR 1,546
SAR 1,815 total
includes taxes & fees
22 Dec - 23 Dec
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1034)
"Was perfect "
The price is SAR 1,450
SAR 1,702 total
includes taxes & fees
15 Dec - 16 Dec
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (46)
"The cleaning services were lacking. We had to ask to have our room cleaned when it still wasn’t cleaned at 5pm. They forgot to refill the coffee pods and water 1 day. And left used towels after one of the cleaning. Sub-par performance for a hotel at these prices."
The price is SAR 1,708
SAR 2,005 total
includes taxes & fees
18 Dec - 19 Dec
The St. Regis Chicago
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Sleepy Hollow.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL
The price is SAR 437 per night from Dec 10 to Dec 11
SAR 437
SAR 513 total
includes taxes & fees
10 Dec - 11 Dec
8.2/10 Very Good! (3,231 reviews)
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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.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Sleepy Hollow?
The amount you pay for a 5-star hotel in Sleepy Hollow depends on things like when you plan to travel and the length of your escape. A top tip for bagging an awesome deal? Use our pricing filters to compare all of the available options for your selected dates.

  • Search for the lowest price per night from SAR 278

What makes a hotel 5 stars in Sleepy Hollow?
From fine dining venues and 24/7 fitness centers to pools and deluxe bedding, the 5-star experience in Sleepy Hollow is all about luxury and comfort. But it requires more than just top-notch amenities to receive a 5-star rating. Stays also have to provide extraordinary guest-centric services like beauty treatments, dry cleaning and laundry and 24-hour room service.
Are there any 5-star all-inclusive resorts in Sleepy Hollow?
Find an upscale stay that includes your lodging, meals, bar and entertainment in Sleepy Hollow with our filter tool. Search for hotels with a 5-star rating and select the “All inclusive” filter. Have a look at what’s included in the price. That way, you’re ready to take advantage of all the perks on offer from the moment you arrive.
Are there any 5-star vacation rentals in Sleepy Hollow?
There are no 5-star vacation rentals in Sleepy Hollow on our site, but there are some other highly rated options worth looking into. Scan through our vacation rentals in Sleepy Hollow to book the ideal place for your getaway.