Find Family-Friendly Hotels in Westchester, IL

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Westchester Family-Friendly Hotels

Tonight
29 Jun - 30 Jun
Tomorrow
30 Jun - 1 Jul
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Top Westchester Family-Friendly Hotels

Hyatt Place Chicago-South/University Medical Center
View from property

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 £150
includes taxes & fees
7 Jul - 8 Jul
Hyatt Place Chicago-South/University Medical Center
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2050)
"Amazing stay"
The price is £178
includes taxes & fees
6 Jul - 7 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Wade
1 bedroom, premium bedding, down duvets, pillow-top beds

The Wade

4.5 star property
8.2 out of 10, Very good, (1037)
"Very nice a place to consider for our next visit."
The price is £128
includes taxes & fees
6 Jul - 7 Jul
The Wade
Hyatt Regency McCormick Place Chicago
City view

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1008)
"Lovely hotel- staff was very nice- room was comfortable and clean "
The price is £179
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency McCormick Place Chicago
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2301)
"It was a great stay! "
The price is £152
includes taxes & fees
7 Jul - 8 Jul
Swissotel - Chicago
Sheraton Grand Chicago Riverwalk
Meeting facility

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very good, (1370)
"Friendly staff, excellent view, amazing decor, 10/10 would recommend."
The price is £192
includes taxes & fees
6 Jul - 7 Jul
Sheraton Grand Chicago Riverwalk
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1477)
"Great location and rooms "
The price is £168
includes taxes & fees
1 Jul - 2 Jul
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2697)
"Great location, rooms were spacious and clean. Breakfast was great "
The price is £147
includes taxes & fees
7 Jul - 8 Jul
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1887)
"Very nice hotel and very clean"
The price is £123
includes taxes & fees
6 Jul - 7 Jul
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1472)
"Great location and views from rooms were beautiful. "
The price is £195
includes taxes & fees
6 Jul - 7 Jul
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 holidays?
You may want to consider the welcoming destination of Westchester if you've been thinking about a trip for the whole family. The golf, sporting events and restaurants are just some of the things that make this an attractive spot for a family holiday. Arrange a flight into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare International Airport (ORD), which is located 8.9 mi (14.3 km) from the city centre.
What's the best place to stay for a family holiday in 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 holiday in Westchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Westchester are January, November, February and December, with each month seeing an average of 13 cm of snowfall.
What's there to see and do with your family in Westchester?
While you and your family are visiting Westchester, you may want to explore some child-friendly attractions such as Michigan Avenue, Navy Pier and Galloping Ghost. Make sure that you have plenty of time to take in activities in the area such as Wrigley Field, Soldier Field and United Center.