Find Family Hotels in Westchester, IL

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Top Westchester Family Hotels

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great property!"
The price is NT$4,725
NT$5,546 total
includes taxes & fees
Aug 25 - Aug 26
Hyatt Place Chicago-South/University Medical Center

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2049)
"Beautiful property, will definitely stay there again."
The price is NT$5,824
NT$7,698 total
includes taxes & fees
Aug 21 - Aug 22
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

4.5 star property
8.2 out of 10, Very Good, (1137)
"It was a very relaxing stay and amazing view!"
The price is NT$3,982
NT$4,674 total
includes taxes & fees
Aug 17 - Aug 18
The Wade

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Great place to stay especially with the price! "
The price is NT$5,616
NT$7,291 total
includes taxes & fees
Aug 20 - Aug 21
Hyatt Regency McCormick Place Chicago

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2528)
"Hotel is amazing "
The price is NT$5,993
NT$7,908 total
includes taxes & fees
Aug 21 - Aug 22
Swissotel - Chicago

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very Good, (1405)
" Great stay, helpful staff, perfectly located. "
The price is NT$6,289
NT$8,274 total
includes taxes & fees
Aug 17 - Aug 18
Sheraton Grand Chicago Riverwalk

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1521)
"This is a nice hotel in a great neighborhood. "
The price is NT$5,913
NT$7,884 total
includes taxes & fees
Aug 17 - Aug 18
Loews Chicago Hotel

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2706)
"Wonderful place to stay definitely will return"
The price is NT$5,185
NT$6,830 total
includes taxes & fees
Aug 24 - Aug 25
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1944)
"Very pleasant stay!"
The price is NT$4,737
NT$5,561 total
includes taxes & fees
Aug 21 - Aug 22
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1552)
"Lovely hotel and in the most convenient location"
The price is NT$5,462
NT$7,318 total
includes taxes & fees
Aug 17 - Aug 18
Radisson Blu Aqua Hotel Chicago
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 Westchester like for family-friendly vacations?
You might want to consider the welcoming destination of Westchester if you've been thinking about a trip for the whole family. The sporting events, golfing, and restaurants are just some of the things that make this an attractive family vacation spot. Arrange a flight into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare Intl. Airport (ORD), which is located 8.9 mi (14.3 km) from the city center.
What's the best accommodation when traveling with kids to Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top 3-star hotel on Expedia for families, and features free parking and free WiFi.
When's the best time to book a family-friendly vacation in Westchester?
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 with your family in Westchester?
While you and your family are visiting Westchester, you might want to check out some kid-friendly attractions such as Wrigley Field, Michigan Avenue, and Navy Pier. Make sure you have plenty of time to take in activities in the area like United Center and Soldier Field.