Find Luxury Hotels in Westchester, IL

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Our top choices for Westchester luxury hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,393 reviews)
"Great location, friendly staff. "
United States
Brian
The price is NT$4,576
NT$6,455 total
includes taxes & fees
Mar 24 - Mar 25
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,323 reviews)
"Good stay! Great staff! "
United States
Ruchi
The price is NT$4,799
NT$6,428 total
includes taxes & fees
Mar 22 - Mar 23
Palmer House a Hilton Hotel

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,763 reviews)
"Amazing hotel-- Loved staying here."
United States
Maureen
The price is NT$4,869
NT$5,716 total
includes taxes & fees
Mar 31 - Apr 1
L7 Chicago by LOTTE

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location, quiet and clean. "
United States
Laurette
The price is NT$5,380
NT$7,249 total
includes taxes & fees
Apr 3 - Apr 4
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,216 reviews)
"Helpful staff, great location with views, restaurant and bar on-site"
United States
Natalie
The price is NT$3,868
NT$5,661 total
includes taxes & fees
Mar 29 - Mar 30
Swissotel - Chicago

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,143 reviews)
"Great location, clean and very nice restaurant and bar. "
United States
karina
The price is NT$6,043
NT$8,400 total
includes taxes & fees
Apr 12 - Apr 13
Pendry Chicago

LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago
4.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"I had a really great stay at LIVN Millennium Park. The location honestly couldn’t be better and made getting around the city super easy. The apartment was very clean, modern, and comfortable. Everything felt well kept and thoughtfully set up, and it had everything I needed for a relaxing stay. The staff was super friendly and accommodating and the communication throughout the stay was clear and helpful. Overall it was a really convenient and enjoyable place to stay in downtown Chicago. I’d...
United States
Jeremy
The price is NT$3,403
NT$3,995 total
includes taxes & fees
Apr 6 - Apr 7
LIVN - Millennium Park Downtown Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,716 reviews)
"Walking distance to most of what we wanted to see. "
United States
Tabitha
The price is NT$4,103
NT$4,816 total
includes taxes & fees
Mar 31 - Apr 1
The Wade

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,071 reviews)
"amazing stay 10/10 would recommend "
United States
laila
The price is NT$5,380
NT$7,435 total
includes taxes & fees
Mar 24 - Mar 25
Fairmont Chicago at Millennium Park

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Room was very clean & staff was friendly "
United States
Tackia
The price is NT$4,440
NT$6,146 total
includes taxes & fees
Mar 22 - Mar 23
The Blackstone, Autograph Collection
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 Westchester Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Westchester?
Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare Intl. Airport (ORD) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Westchester offers. During your visit, you might want to enjoy the restaurants which Westchester is known for.
When can I expect good weather in Westchester?
Planning for the weather is an important factor for making your trip to Westchester a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What's there to see and do in Westchester?
Enjoy Westchester and visit Wrigley Field, Michigan Avenue, and United Center. If you have a little extra time during your trip, you might want to make a stop at Soldier Field and Navy Pier.

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