Find Boutique Hotels in Westchester, IL

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Check availability on Westchester Boutique Hotels

Top Westchester Boutique Hotels

The Whitehall Hotel, BW Premier Collection
3.5 star property
8.2 out of 10, Very Good, (3670)
"Great location , good breakfast"
United States
Renita
The price is NT$2,743
NT$3,220 total
includes taxes & fees
Nov 18 - Nov 19
The Whitehall Hotel, BW Premier Collection
Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3091)
"Great, clean hotel in perfect location "
United States
payam
The price is NT$3,308
NT$3,884 total
includes taxes & fees
Nov 16 - Nov 17
Eurostars Magnificent Mile
Hotel Felix River North/Magnificent Mile
4.0 star property
8.2 out of 10, Very Good, (2287)
"Great stay and great location "
United States
Wendy
The price is NT$2,468
NT$3,833 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Felix River North/Magnificent Mile
The Royal Sonesta Chicago River North
4.5 star property
9.2 out of 10, Wonderful, (2198)
"Great location, and value for money."
Canada
Anil
The price is NT$6,718
NT$8,867 total
includes taxes & fees
Oct 30 - Oct 31
The Royal Sonesta Chicago River North
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1385)
"Great place to stay near everything."
United States
Elizabeth
The price is NT$7,150
NT$9,438 total
includes taxes & fees
Oct 19 - Oct 20
Virgin Hotels Chicago
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
9.6 out of 10, Exceptional, (1048)
"Love this hotel."
United States
John
The price is NT$4,147
NT$4,868 total
includes taxes & fees
Nov 9 - Nov 10
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, (1885)
"Amazing place to stay"
Canada
Jeffrey
The price is NT$4,562
NT$5,355 total
includes taxes & fees
Oct 30 - Oct 31
Central Loop Hotel
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (3101)
"Great hotels "
United States
Dynesha
The price is NT$7,150
NT$8,394 total
includes taxes & fees
Oct 30 - Oct 31
L7 Chicago by LOTTE
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.4 out of 10, Exceptional, (1016)
"Staff was excellent , a great central spot to stay in Chicago. "
United States
brittany
The price is NT$4,292
NT$5,937 total
includes taxes & fees
Nov 2 - Nov 3
Staypineapple, An Iconic Hotel, The Loop
Ivy Boutique Hotel
4.5 star property
8.8 out of 10, Excellent, (1022)
"Great place!"
United States
Nelson
The price is NT$3,611
NT$4,239 total
includes taxes & fees
Nov 16 - Nov 17
Ivy Boutique Hotel
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

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Frequently asked questions

What's there to see and do in Westchester?
The shopping and restaurants are just some of the things to enjoy while you're in the area. While you're out and about in Westchester, popular attractions like Wrigley Field, Michigan Avenue, and Navy Pier are worth a visit. You might also want to see spots like United Center, Soldier Field, and Galloping Ghost during your trip.
What kind of weather should I plan for when I travel to Westchester?
Understanding the weather in Westchester is important when you plan your trip. 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 the best way to get to my boutique hotel in Westchester?
You have a few options for transportation to and around Westchester. The closest major airport is Chicago Midway Airport (MDW), which is located 8.4 mi (13.4 km) from the heart of the city, but Chicago O'Hare Intl. Airport (ORD) may also be an option. If you'd like to explore around the area, you may want to rent a car for your trip.