Sleepy Hollow 5 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sleepy Hollow 5 Star Hotels

Tonight
Jan 30 - Jan 31
Tomorrow
Jan 31 - Feb 1
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Our top choices for Sleepy Hollow 5-star hotels

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Beautiful hotel"
United States
Sean
The price is NT$13,164
NT$15,454 total
includes taxes & fees
Feb 8 - Feb 9
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Staff was wonderful. "
United States
Marie
The price is NT$12,319
NT$14,461 total
includes taxes & fees
Mar 1 - Mar 2
The Langham, Chicago
Front of property - evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"The best hotel ! Always pleasant to stay ! "
United States
Maysa
The price is NT$14,888
NT$17,477 total
includes taxes & fees
Feb 8 - Feb 9
The Peninsula Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,829 reviews)
"Exceptional service, great location, beautiful hotel"
United States
Julie
The price is NT$9,325
NT$10,946 total
includes taxes & fees
Feb 8 - Feb 9
Trump International Hotel & Tower Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is NT$11,166
NT$13,108 total
includes taxes & fees
Feb 15 - Feb 16
Waldorf Astoria Chicago
Breakfast, lunch, dinner served; American cuisine, alfresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is NT$12,389
NT$14,543 total
includes taxes & fees
Feb 8 - Feb 9
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (785 reviews)
"Everything was great about the property. Staff was super accomodating."
United States
Paulo
The price is NT$10,364
NT$12,166 total
includes taxes & fees
Feb 8 - Feb 9
Nobu Hotel Chicago
Cafe

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location, service, and gym "
United States
Maxim
The price is NT$12,102
NT$14,206 total
includes taxes & fees
Feb 15 - Feb 16
The Ritz-Carlton, Chicago
2 restaurants, breakfast served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (91 reviews)
"The staff was exceptional, and the amenities, coupled with the stunning views of the river or city, make this a fantastic choice. The on-site restaurants provide convenient access to food. My only minor complaint is the absence of a mini fridge in the room to keep some drinks cool. I would definitely be booking again "
United States
Eddie
The price is NT$13,979
NT$16,410 total
includes taxes & fees
Feb 15 - Feb 16
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 NT$3,341 per night from Feb 8 to Feb 9
NT$3,341
NT$3,922 total
Feb 8 - Feb 9
includes taxes & fees
8.4/10 Very Good! (5,617 reviews)
Still don't see what you're looking for?
See all properties in Sleepy Hollow.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Sleepy Hollow?
How much you pay for a 5-star hotel in Sleepy Hollow depends on factors such as when you plan to go and the length of your break. An insider tip for landing the best deal? Use our pricing filters to check out all of the available options for your chosen dates.

  • Search for the lowest price per night from NT$3,922

What makes a hotel 5 stars in Sleepy Hollow?
In Sleepy Hollow, a hotel needs to offer a certain number of upscale amenities to earn a 5-star rating. These can include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their guest-focused service. You can look forward to things like nightly turn-down services, concierge services and in-room massages. Some may even offer extra touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Sleepy Hollow?
Find a luxurious retreat that includes your lodging, meals, bar and entertainment in Sleepy Hollow with our filters. Search for resorts rated 5 stars and click on the "All inclusive" filter. Be sure to check what's included in the upfront price. That way, you can take full advantage of the premium perks on offer from the moment you arrive.

Explore a world of travel with Expedia