Find Family Hotels in Crestwood, IL

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Check availability on Crestwood Family Hotels

Tonight
Nov 22 - Nov 23
Tomorrow
Nov 23 - Nov 24
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Top Crestwood Family Hotels

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, (2596)
The price is NT$2,503
NT$3,488 total
includes taxes & fees
Nov 26 - Nov 27
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, (1905)
The price is NT$2,214
NT$2,599 total
includes taxes & fees
Dec 21 - Dec 22
Club Quarters Hotel Wacker at Michigan, Chicago
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, (3005)
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 NT$2,500
NT$3,851 total
includes taxes & fees
Dec 15 - Dec 16
Warwick Allerton - 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, (3345)
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 NT$2,618
NT$3,073 total
includes taxes & fees
Dec 7 - Dec 8
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, (5283)
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 NT$2,740
NT$3,216 total
includes taxes & fees
Dec 21 - Dec 22
Embassy Suites by Hilton Chicago Downtown River North
Restaurant
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
Downtown Chicago
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
8.2 out of 10, Very Good, (1775)
Hotel Saint Clair- Magnificent Mile
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, (3319)
The price is NT$2,783
NT$3,267 total
includes taxes & fees
Nov 23 - Nov 24
Club Quarters Hotel, Central Loop, Chicago
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

4.0 star property
Downtown Chicago
  • Spa
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
9.0 out of 10, Wonderful, (1452)
The price is NT$2,280
NT$3,594 total
includes taxes & fees
Dec 9 - Dec 10
Claridge House Chicago, Tapestry Collection by Hilton
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
  • Cribs/infant beds provided
9.0 out of 10, Wonderful, (2968)
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 NT$2,752
NT$4,153 total
includes taxes & fees
Dec 14 - Dec 15
Swissotel - Chicago
Lobby sitting area
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4.0 star property
Downtown Chicago
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Gym
  • Breakfast available
  • Parking available
8.2 out of 10, Very Good, (2380)
The price is NT$2,553
NT$3,956 total
includes taxes & fees
Dec 7 - Dec 8
Hotel Felix River North/Magnificent Mile
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 Crestwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great staff. Maids were helpf and friendly. Nice room. "
Jacqui 2-night trip
Posted 11 hours ago
Hilton Chicago/Magnificent Mile Suites

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Frequently asked questions

What's Crestwood like for family-friendly vacations?
The welcoming destination of Crestwood is a good choice if you've been considering a getaway with your kids. The entertainment, recreation options, 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 23.2 mi (37.3 km) from the city center.
When's the best time to book a family-friendly vacation in Crestwood?
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. Average annual precipitation for Crestwood is 47 inches.
What's there to see and do with your family in Crestwood?
While you and your family are visiting Crestwood, you might want to check out some kid-friendly attractions such as Hollywood Park, Gaelic Park, and Chicago Ridge Shopping Mall. Make sure you have lots of time for activities like Moraine Valley Community College Fine and Performing Arts Center and Orland Square.