Best 5 Star Hotels in Westchester
Check availability on Westchester 5 Star Hotels
Featured Westchester 5 Stars Hotels

Four Seasons Hotel Chicago
120 East Delaware Place Chicago IL
The price is €421 per night
€421
11 Jan - 12 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Four Seasons Hotel Chicago. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
Uima-allas
Kylpylä

The Langham, Chicago
330 North Wabash Avenue Chicago IL
The price is €406 per night
€406
11 Jan - 12 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of The Langham, Chicago's great location. During your stay, you're just a quick walk from Chicago Riverwalk. Enjoy features like free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
Uima-allas
Poreallas

The Peninsula Chicago
108 East Superior Street Chicago IL
The price is €476 per night
€476
4 Jan - 5 Jan 2026
includes taxes & fees
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Uima-allas
Kylpylä

Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
The price is €298 per night
€298
4 Jan - 5 Jan 2026
includes taxes & fees
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
Uima-allas
Kylpylä

Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
The price is €381 per night
€381
18 Jan - 19 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Waldorf Astoria Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas and a free area shuttle, plus a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Uima-allas
Kylpylä

Park Hyatt Chicago
800 N Michigan Ave Chicago IL
The price is €388 per night
€388
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
Uima-allas
Poreallas

Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
The price is €255 per night
€255
4 Jan - 5 Jan 2026
includes taxes & fees
Nobu Hotel Chicago's great location gets high marks from our customers. During your stay, you'll be within walking distance of Michigan Avenue. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Uima-allas
Lemmikkiystävällinen

The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
The price is €371 per night
€371
2 Jan - 3 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Ritz-Carlton, Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. You'll find features such as a full-service spa, an indoor pool and a restaurant.
Uima-allas
Kylpylä

The St. Regis Chicago
401 East Upper Wacker Drive Chicago IL
The price is €447 per night
€447
5 Jan - 6 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The St. Regis Chicago. During your stay, you're just a quick walk from Lake Michigan. Features include free WiFi in public areas, plus 2 restaurants and a full-service spa. Some of the pet-friendly amenities that this property offers include food and water bowls and an off-lead area.
Uima-allas
Kylpylä

Art Villa
467 N Armour St Chicago IL
During your stay at this aparthotel, you'll be within walking distance of United Center. Features include free WiFi in public areas, free self-parking and a free round-trip airport shuttle. Built in 2017, this luxury aparthotel has 5 apartments. Some of the pet-friendly amenities that this property offers include food and water bowls and an off-lead area. The apartment offers free WiFi and rooftop hot tubs.
Poreallas
Ilmaiset lentokenttäkuljetukset
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.
Westchester hotels essential information
Accommodation | 5,247 hotels |
|---|---|
Lowest Price | €255 |
Highest Price | €476 |
Popular hotels | Four Seasons Hotel Chicago, The Langham, Chicago, The Peninsula Chicago, Trump International Hotel & Tower Chicago, Waldorf Astoria Chicago, Park Hyatt Chicago, Nobu Hotel Chicago, The Ritz-Carlton, Chicago, The St. Regis Chicago, Art Villa |
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