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, (1003)
"Location was great and the staff we're friendly and helpful!"
The price is SAR 687
SAR 806 total
includes taxes & fees
29 Jun - 30 Jun
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, (2052)
"Amazing stay"
The price is SAR 603
SAR 817 total
includes taxes & fees
29 Jun - 30 Jun
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

4.5 star property
8.2 out of 10, Very Good, (1026)
"Very nice a place to consider for our next visit."
The price is SAR 537
SAR 630 total
includes taxes & fees
29 Jun - 30 Jun
The Wade

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Lovely hotel- staff was very nice- room was comfortable and clean "
The price is SAR 747
SAR 877 total
includes taxes & fees
5 Jul - 6 Jul
Hyatt Regency McCormick Place Chicago

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2258)
"Wonderful stay!"
The price is SAR 638
SAR 859 total
includes taxes & fees
1 Jul - 2 Jul
Swissotel - Chicago

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very Good, (1357)
"Great hotel in great location."
The price is SAR 747
SAR 989 total
includes taxes & fees
30 Jun - 1 Jul
Sheraton Grand Chicago Riverwalk

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1467)
"Great location and rooms "
The price is SAR 634
SAR 863 total
includes taxes & fees
30 Jun - 1 Jul
Loews Chicago Hotel

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2686)
"Centrally located, great restaurants attractions in area"
The price is SAR 606
SAR 711 total
includes taxes & fees
30 Jun - 1 Jul
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1871)
"Very nice hotel and very clean"
The price is SAR 540
SAR 634 total
includes taxes & fees
29 Jun - 30 Jun
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1449)
"Stayed here a few times and its always great. "
The price is SAR 690
SAR 925 total
includes taxes & fees
29 Jun - 30 Jun
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.

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 golfing, sporting events, 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.
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 Michigan Avenue, Navy Pier, and Galloping Ghost. Make sure you have plenty of time to take in activities in the area like Wrigley Field, Soldier Field, and United Center.