Westchester 5 Stars Hotels

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

Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1464)
"Very nice staff and very welcoming. The bathrobes could be whiter or cleaner and the bath water has a ton of chlorine in it. Other than that it is very nice."
The price is NT$10,423
NT$12,235 total
includes taxes & fees
Jan 2 - 2025/1/3
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)
"Needs an update "
The price is NT$11,608
NT$13,627 total
includes taxes & fees
Jan 20 - 2025/1/21
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby lounge

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Great"
The price is NT$11,445
NT$13,435 total
includes taxes & fees
Jan 6 - 2025/1/7
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1005)
"The staff is wonderful at the Waldorf. "
The price is NT$13,979
NT$16,410 total
includes taxes & fees
Jan 19 - 2025/1/20
Waldorf Astoria Chicago
Park Hyatt Chicago
Premium bedding, down comforters, pillowtop beds, minibar

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Very Nice property. Helpful friendly staff. "
The price is NT$12,090
NT$14,193 total
includes taxes & fees
Jan 19 - 2025/1/20
Park Hyatt Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"By far the best hotel in Chicago! The concierge was also outstanding. Very pleased. "
The price is NT$15,532
NT$18,233 total
includes taxes & fees
Jan 5 - 2025/1/6
The Peninsula 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, (595)
"I absolutely loved my stay at this hotel. The Japanese minimalism shown in their rooms and lobby was absolutely stunning. The rooms were so clean and it was in a safe area. The staff were so friendly and accommodating. Would stay here again. The only down side was the sauna was out of order but other than that it was beautiful. Highly recommend! "
The price is NT$11,608
NT$13,627 total
includes taxes & fees
Jan 12 - 2025/1/13
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1004)
"It was a vacation for my husband and I. Loved the stay, people, room, no complaints. Had a great time. Our waitor Jorge in the restaurant where we had our daily breakfast was awesome, very personable, couldn't ask for a better man. Everyone in the restaurant was great and friendly, including the bar area where we had nighly drinks. We will stay there again. Bellmen were great and helpful. "
The price is NT$10,840
NT$12,725 total
includes taxes & fees
Jan 2 - 2025/1/3
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (48)
"I loved it "
The price is NT$14,715
NT$17,273 total
includes taxes & fees
Jan 14 - 2025/1/15
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 Westchester.
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$3,613 per night from Jan 5 to Jan 6
NT$3,613
NT$4,242 total
includes taxes & fees
Jan 5 - 2025/1/6
8.2/10 Very Good! (3,359 reviews)
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Westchester?
You can find several pricing options for a 5-star hotel in Westchester on Expedia. The amount you pay will depend on your vacation dates, trip length and other factors. Compare all of the available accommodations for your chosen dates and make use of our pricing and other filters to land the perfect upscale stay.

  • Search for the lowest price per night from NT$3,613

What makes a hotel 5 stars in Westchester?
From high-end dining venues and all-day fitness centers to pools and luxury bedding, the 5-star experience in Westchester is all about comfort and luxury. But it takes more than just top-notch amenities to receive a 5-star rating. Hotels also have to provide remarkable guest-centric services like in-room massage treatments, dry cleaning and laundry and 24/7 room service.
Are there any 5-star all-inclusive resorts in Westchester?
Find an indulgent escape that includes your room, meals, drinks and entertainment in Westchester with Expedia’s filters. Search for hotels with a 5-star rating and click on the “All inclusive” filter. Be sure to check what’s included in the upfront price. This way, you’re ready to take advantage of the premium perks on offer when you arrive.
Are there any 5-star vacation rentals in Westchester?
Although you won’t find any 5-star vacation rentals in Westchester on our site, we have a range of escapes that promise an awesome getaway. Find one that suits your style by checking out our vacation rentals in Westchester.