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5 Star Hotels in Sleepy Hollow

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Featured 5 Star Sleepy Hollow Hotels

Trump International Hotel & Tower Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 5 min walk from Michigan Avenue
The price is $374 per night from Jan 21 to Jan 22
$374
includes taxes & fees
Jan 21 - Jan 22
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Trump International Hotel & Tower Chicago
The Langham, Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 5 min walk from Michigan Avenue
The price is $411 per night from Jan 25 to Jan 26
$411
includes taxes & fees
Jan 25 - Jan 26
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Langham, Chicago
Waldorf Astoria Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 12 min walk from Michigan Avenue
The price is $470 per night from Jan 26 to Jan 27
$470
includes taxes & fees
Jan 26 - Jan 27
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Waldorf Astoria Chicago
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The Peninsula Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 6 min walk from Michigan Avenue
The price is $558 per night from Jan 12 to Jan 13
$558
includes taxes & fees
Jan 12 - Jan 13
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
The Peninsula Chicago
Four Seasons Hotel Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min walk from Michigan Avenue
The price is $475 per night from Jan 20 to Jan 21
$475
includes taxes & fees
Jan 20 - Jan 21
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Four Seasons Hotel Chicago
Park Hyatt Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 7 min walk from Michigan Avenue
The price is $424 per night from Jan 23 to Jan 24
$424
includes taxes & fees
Jan 23 - Jan 24
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Park Hyatt Chicago
Nobu Hotel Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 20 min walk from Michigan Avenue
The price is $405 per night from Feb 2 to Feb 3
$405
includes taxes & fees
Feb 2 - Feb 3
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min walk from Michigan Avenue
The price is $374 per night from Jan 23 to Jan 24
$374
includes taxes & fees
Jan 23 - Jan 24
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
The Ritz-Carlton, Chicago
The St. Regis Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 8 min walk from Michigan Avenue
The price is $524 per night from Feb 2 to Feb 3
$524
includes taxes & fees
Feb 2 - Feb 3
Stay at this 5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
The St. Regis Chicago
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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.