Find Boutique Hotels in Westchester, IL 

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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
$97 nightly
The price is $114
Nov 18 - Nov 19
Total with taxes and fees
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
$120 nightly
The price is $141
Nov 11 - Nov 12
Total with taxes and fees
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
$119 nightly
The price is $139
Nov 12 - Nov 13
Total with taxes and fees
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
$181 nightly
The price is $213
Nov 16 - Nov 17
Total with taxes and fees
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
$217 nightly
The price is $255
Nov 9 - Nov 10
Total with taxes and fees
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
$135 nightly
The price is $159
Nov 9 - Nov 10
Total with taxes and fees
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
$122 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
Central Loop Hotel
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (3103)
"Great hotels "
United States
Dynesha
$233 nightly
The price is $274
Oct 23 - Oct 24
Total with taxes and fees
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
$165 nightly
The price is $194
Nov 2 - Nov 3
Total with taxes and fees
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
$106 nightly
The price is $124
Nov 16 - Nov 17
Total with taxes and fees
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

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.

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