Find Family Hotels in Westchester, IL

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Check availability on Westchester Family Hotels

Tonight
26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Westchester Family Hotels

Breakfast and dinner served
Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
Westchester
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.6 out of 10, Excellent, (1003)
The price is AED 208
AED 233 total
includes taxes & fees
15 Dec - 16 Dec
Four Points by Sheraton Chicago Westchester/Oak Brook
Premium Private Quad | 1 bedroom, premium bedding, in-room safe, blackout drapes
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Parking available
8.0 out of 10, Very Good, (2608)
The price is AED 294
AED 410 total
includes taxes & fees
7 Dec - 8 Dec
Freehand Chicago
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
Downtown Chicago
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Parking available
8.8 out of 10, Excellent, (1935)
The price is AED 324
AED 380 total
includes taxes & fees
27 Nov - 28 Nov
Club Quarters Hotel Wacker at Michigan, Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
  • Cribs/infant beds provided
9.0 out of 10, Wonderful, (3387)
Spacious family suites welcome little travelers with cribs and premium entertainment options in a prime location. Minutes from Lake Michigan beaches and steps from Water Tower Place shopping, this hotel balances downtown adventure with family comfort.
The price is AED 306
AED 359 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Lobby
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
  • Cribs/infant beds provided
  • Indoor pool
8.6 out of 10, Excellent, (5309)
Spacious suites with separate living areas provide perfect accommodations for families exploring Chicago's attractions. Kids splash in the supervised indoor pool while parents appreciate the complimentary full breakfast and evening reception just steps from Michigan Avenue.
The price is AED 320
AED 376 total
includes taxes & fees
21 Dec - 22 Dec
Embassy Suites by Hilton Chicago Downtown River North
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
  • Childcare
  • Cribs/infant beds provided
8.4 out of 10, Very Good, (3019)
Families thrive at this upscale Michigan Avenue hotel offering babysitting services, cribs, and premium TV channels. Located just minutes from Chicago Riverwalk and the beach, children stay entertained while parents appreciate the 24-hour fitness center.
The price is AED 294
AED 453 total
includes taxes & fees
14 Dec - 15 Dec
Warwick Allerton - Chicago
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
Downtown Chicago
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
8.8 out of 10, Excellent, (3332)
The price is AED 324
AED 380 total
includes taxes & fees
27 Nov - 28 Nov
Club Quarters Hotel, Central Loop, Chicago
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
  • Cribs/infant beds provided
9.4 out of 10, Exceptional, (2248)
Families thrive at this lakeside Chicago hotel where children's adventures await at nearby Navy Pier and Chicago Children's Museum. Young guests delight in Netflix, premium channels, and complimentary cribs while parents appreciate proximity to Lake Michigan and stunning sunrise views.
The price is AED 320
AED 501 total
includes taxes & fees
23 Dec - 24 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Downtown Chicago
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
  • Business services
9.4 out of 10, Exceptional, (4084)
The price is AED 393
AED 461 total
includes taxes & fees
24 Dec - 25 Dec
citizenM Chicago Downtown
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
  • Cribs/infant beds provided
9.0 out of 10, Wonderful, (2975)
Bicycle rentals and premium TV channels make family travel easy at this luxurious retreat. Located steps from Chicago Riverwalk and Millennium Park, little ones enjoy free cribs while parents appreciate the spa services.
The price is AED 322
AED 485 total
includes taxes & fees
14 Dec - 15 Dec
Swissotel - 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.
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Top Westchester Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"."
Raihanah 4-night trip
Posted 2 hours ago
The Royal Sonesta Chicago Downtown

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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 basketball games, 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.