Sleepy Hollow 5 Stars Hotels

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Check availability on Sleepy Hollow 5 Star Hotels

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

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

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1696)
"Location, staff and accommodations were excellent. "
The price is NT$14,093
NT$16,544 total
includes taxes & fees
Sep 7 - Sep 8
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Great location "
The price is NT$17,416
NT$20,444 total
includes taxes & fees
Sep 21 - Sep 22
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Location can’t be beat. Hotel is excellent! "
The price is NT$17,810
NT$20,907 total
includes taxes & fees
Sep 21 - Sep 22
The Langham, Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Fantastic hotel "
The price is NT$19,096
NT$22,417 total
includes taxes & fees
Sep 2 - Sep 3
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Great location "
The price is NT$16,232
NT$19,055 total
includes taxes & fees
Sep 21 - Sep 22
Waldorf Astoria Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down comforters, pillowtop beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"It's a beautiful and comfortable hotel."
The price is NT$18,791
NT$22,059 total
includes taxes & fees
Sep 1 - Sep 2
Park Hyatt Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (714)
"Great location, amenities and staff. "
The price is NT$10,358
NT$12,159 total
includes taxes & fees
Sep 21 - Sep 22
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Beautiful place "
The price is NT$15,766
NT$18,508 total
includes taxes & fees
Sep 28 - Sep 29
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (73)
"Top tier "
The price is NT$19,402
NT$22,776 total
includes taxes & fees
Sep 28 - Sep 29
The St. Regis Chicago
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is NT$22,916
NT$37,900 total
includes taxes & fees
Sep 1 - Sep 2
Art Villa
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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.
The Wade

The Wade

644 N Lake Shore Dr, Chicago, IL
The price is NT$4,614 per night from Sep 2 to Sep 3
NT$4,614
NT$5,416 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (1,220 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.

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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$4,614

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.