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Check availability on Westchester Family Hotels

Our top choices for Westchester family-friendly hotels

Bar (on property)

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, (1,000 reviews)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is NT$3,566
NT$3,993 total
includes taxes & fees
Feb 26 - Feb 27
Four Points by Sheraton Chicago Westchester/Oak Brook
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,306 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is NT$4,742
NT$6,352 total
includes taxes & fees
Feb 26 - Feb 27
Palmer House a Hilton Hotel
55-inch plasma TV with cable channels, TV, DVD player

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,003 reviews)
"Super clean rooms , nice down stairs , loved the bathroom "
United States
Kaiya
The price is NT$3,425
NT$4,021 total
includes taxes & fees
Feb 26 - Feb 27
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,673 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is NT$4,497
NT$5,279 total
includes taxes & fees
Feb 22 - Feb 23
L7 Chicago by LOTTE
Terrace/patio

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, (2,380 reviews)
"Great stay"
United States
Blake
The price is NT$4,163
NT$5,957 total
includes taxes & fees
Feb 22 - Feb 23
Sable at Navy Pier Chicago, Curio Collection by Hilton
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is NT$4,160
NT$5,810 total
includes taxes & fees
Feb 22 - Feb 23
The Blackstone, Autograph Collection
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,151 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is NT$5,657
NT$7,932 total
includes taxes & fees
Mar 15 - Mar 16
Pendry Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,284 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is NT$3,358
NT$3,942 total
includes taxes & fees
Feb 22 - Feb 23
The Chicago Hotel Collection Ambassador Gold Coast
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.
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Choose what matters most at family-friendly hotels in Westchester

Breakfast included
Pool

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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Clean room , hotel was absolutely beautiful! Location wise it is a little crowded and traffic was a little frustrating but that’s to be expected as we visited for valentine’s day."
Zakiyah 1-night trip
Posted 8 hours ago
Palmer House a Hilton Hotel

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

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