Find Family Hotels in Westchester, IL

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Check availability on Westchester Family Hotels

Top Westchester Family Hotels

Hyatt Place Chicago-South/University Medical Center
Situated in the heart of the city, this hotel offers a sleek, contemporary design with a striking glass facade.

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1000)
"Great property!"
The price is NT$4,494
NT$5,276 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Place Chicago-South/University Medical Center
Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2061)
"Beautiful property, will definitely stay there again."
The price is NT$4,870
NT$6,582 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hyatt Regency McCormick Place Chicago
Enjoy al fresco dining in a serene outdoor space with a fire feature, cushioned bench, and beautifully landscaped surroundings.

Hyatt Regency McCormick Place Chicago

4.0 star property
9.2 out of 10, Wonderful, (1007)
"Great place to stay especially with the price! "
The price is NT$5,625
NT$7,303 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Regency McCormick Place Chicago
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2566)
"Hotel is amazing "
The price is NT$4,723
NT$6,418 total
includes taxes & fees
Sep 1 - Sep 2
Swissotel - Chicago
Sheraton Grand Chicago Riverwalk
Relax in our spacious seating area, enjoy a drink at the well-stocked bar, and take in the elegant ambiance.

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very Good, (1421)
"Nice location and rooms"
The price is NT$6,536
NT$8,568 total
includes taxes & fees
Sep 1 - Sep 2
Sheraton Grand Chicago Riverwalk
Loews Chicago Hotel
Hotel entrance with a prominent sign and contemporary design.

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1507)
"This is a nice hotel in a great neighborhood. "
The price is NT$5,923
NT$7,897 total
includes taxes & fees
Sep 2 - Sep 3
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Standing tall in the heart of the city, this hotel boasts a striking curved glass facade.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2722)
"Wonderful place to stay definitely will return"
The price is NT$5,302
NT$7,099 total
includes taxes & fees
Sep 3 - Sep 4
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1966)
"Great place !"
The price is NT$4,738
NT$5,562 total
includes taxes & fees
Sep 2 - Sep 3
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Relax by the rectangular pool with marked lanes, surrounded by sun loungers and a seating area.

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1596)
"Lovely hotel and in the most convenient location"
The price is NT$5,489
NT$7,354 total
includes taxes & fees
Aug 17 - Aug 18
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Enjoy a meal in the kitchen with a large island and dining area, offering a view of the city skyline.

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1826)
"Excellent accommodation, very clean and friendly staff "
The price is NT$7,902
NT$10,150 total
includes taxes & fees
Aug 10 - Aug 11
Fairmont Chicago at Millennium Park
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great room, affordable price. Quiet and comfortable. Would stay again!"
beth 1-night trip
Posted 11 hours ago
Hilton Chicago/Magnificent Mile Suites

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.