Find 5 Star Hotels in Sleepy Hollow, IL from AED170

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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, (1379)
"Loved the beautiful view of the river out to the lake. Everything was beautiful and high end. The pool facilities were indoor with a nice view. We loved the restaurant food and view."
The price is AED 1,584
AED 1,859 total
includes taxes & fees
29 Sep - 30 Sep
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, (1006)
"The rooms were absolutely beautiful and house keeping perfect! "
The price is AED 2,112
AED 2,479 total
includes taxes & fees
29 Sep - 30 Sep
The Peninsula Chicago
The Langham, Chicago
Exterior
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1002)
"I loved the club lounge, board room, and Travelle."
The price is AED 2,149
AED 2,522 total
includes taxes & fees
6 Oct - 7 Oct
The Langham, Chicago
Waldorf Astoria Chicago
Exterior
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1000)
"We have stayed here many times we enjoy the friendly and accommodating atmosphere at the Waldorf"
The price is AED 1,795
AED 2,107 total
includes taxes & fees
29 Sep - 30 Sep
Waldorf Astoria Chicago
Four Seasons Hotel Chicago
Room
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (999)
"Something was a miss. Focus maybe shifting toward profits Also bed not as comfortable.. as on previous trips…ownership change maybe going to more profits …"
The price is AED 2,241
AED 2,630 total
includes taxes & fees
6 Oct - 7 Oct
Four Seasons Hotel Chicago
Nobu Hotel Chicago
Reception
Nobu Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (547)
"Very wonderful experience "
The price is AED 1,433
AED 1,682 total
includes taxes & fees
29 Sep - 30 Sep
Nobu Hotel Chicago
Park Hyatt Chicago
Exterior
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1001)
"Great hotel!"
The price is AED 1,781
AED 2,091 total
includes taxes & fees
29 Sep - 30 Sep
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Exterior
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1004)
"Great stay "
The price is AED 1,928
AED 2,264 total
includes taxes & fees
29 Sep - 30 Sep
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior
The St. Regis Chicago
5.0 star property
8.6 out of 10, Excellent, (42)
"Was in a decent location with great view. Front office and bell staff were excellent. Room was good and bed very comfortable.Disappointed with staff quality in Miru Restaurant, had to wait extended times, it felt disjointed with little supervision and management"
The price is AED 2,443
AED 2,867 total
includes taxes & fees
29 Sep - 30 Sep
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.
Warwick Allerton - Chicago

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL
The price is AED170 per night from Sep 30 to Oct 1
AED170
per night
Sep 30 - Oct 1
7.8/10 Good! (2,805 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.

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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.