Find Family Hotels in Westchester, IL

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Westchester Family Hotels

This weekend
Next weekend

Our top choices for Westchester family-friendly hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
Westchester
8.6 out of 10, Excellent, (1003)
"Thanks, great stay"
United States
Robert
The price is NT$2,919
NT$3,269 total
includes taxes & fees
Dec 25 - Dec 26
Four Points by Sheraton Chicago Westchester/Oak Brook

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2658)
"It's an excellent place."
United States
Jose
The price is NT$1,843
NT$2,718 total
includes taxes & fees
Jan 7 - 2026/1/8
Freehand Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2014)
"Great stay"
United States
Kramer
The price is NT$2,355
NT$2,765 total
includes taxes & fees
Dec 25 - Dec 26
Club Quarters Hotel Wacker at Michigan, Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1051)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is NT$3,088
NT$4,549 total
includes taxes & fees
Jan 1 - 2026/1/2
Hyatt Centric Chicago Magnificent Mile

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (387)
"Good place, good location, friendly staff and a great bar! "
United States
Georgi
The price is NT$1,859
NT$2,182 total
includes taxes & fees
Jan 7 - 2026/1/8
FOUND Hotel Chicago River North

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3006)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$2,019
NT$3,295 total
includes taxes & fees
Dec 28 - Dec 29
Warwick Allerton - Chicago

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1492)
"Nice stay"
United States
Michelle
The price is NT$2,041
NT$3,321 total
includes taxes & fees
Jan 20 - 2026/1/21
Claridge House Chicago, Tapestry Collection by Hilton

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3429)
"Very good stay "
United States
david
The price is NT$4,367
NT$5,126 total
includes taxes & fees
Dec 28 - Dec 29
L7 Chicago by LOTTE

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2284)
"Great staff and restaurants!!"
United States
Abigale
The price is NT$2,696
NT$4,239 total
includes taxes & fees
Jan 20 - 2026/1/21
Sable at Navy Pier Chicago, Curio Collection by Hilton

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3331)
"Great hotel "
United States
Anthony
The price is NT$2,355
NT$2,765 total
includes taxes & fees
Dec 25 - Dec 26
Club Quarters Hotel, Central Loop, 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.

Find out more about Westchester

Family friendly things to do in Westchester

Westchester, Illinois, offers an array of family-friendly activities that will keep both kids and parents entertained. Start your adventure at the Brookfield Zoo, just a short drive away, where children can marvel at over 450 species of animals and enjoy interactive exhibits. Next, head to the nearby Oak Brook Center, an upscale outdoor shopping mall featuring a playground for kids, allowing parents to browse while the little ones play. For some fun in the sun, visit the Westchester Park District, which boasts beautiful parks, sports fields, and playgrounds perfect for a family picnic. Don’t miss the chance to explore the nearby Salt Creek Trail, where you can bike or hike together amidst nature. After a day of exploration, unwind in one of Westchester’s well-appointed family-friendly hotels, such as the Hilton Chicago/Westchester, which features spacious rooms, an indoor pool, and nearby these attractions, ensuring your family has a comfortable and convenient base for your adventures.

Find the best family friendly hotels in Westchester

For families heading to Westchester, Illinois, these hotels provide the perfect blend of comfort and family-friendly amenities to ensure a delightful stay for all ages.

Four Points by Sheraton Chicago Westchester/Oak Brook

  • Why it's great for a family-friendly adventure: The Four Points by Sheraton Chicago Westchester/Oak Brook is an excellent choice for families seeking a welcoming and comfortable stay. With a strong review rating of 8.4, this hotel offers essential family-friendly amenities such as daily housekeeping, cribs, and kids' meals at the onsite restaurant, ensuring that every family member is well taken care of. The beautiful garden provides a lovely space for children to play and explore while parents relax nearby.
  • Other amenities: In addition to its family-focused offerings, guests can enjoy a variety of other features including free self-parking and nearby golf lessons for adults looking to unwind. Fitness enthusiasts will appreciate the accessible fitness center and facilities. The hotel also boasts traditional hotel design and designer toiletries in rooms, adding a touch of comfort to your family's stay. Convenient access to nearby attractions makes it easy for travelers to explore the wonderful surroundings of Westchester.
  • Nearby attractions: Oakbrook Center Mall - 2.38 miles, Drury Lane Theater - 3.06 miles, Oak Brook Golf Course - 1.64 miles

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.
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 United Center. Make sure you have plenty of time to take in activities in the area like Soldier Field and Navy Pier.

Explore a world of travel with Expedia