Find Family Hotels in Crestwood, IL

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Top Crestwood Family Hotels

Freehand Chicago
4.0 star property
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Parking available
8.0 out of 10, Very Good, (2553)
The price is AED 247
AED 355 total
includes taxes & fees
12 Nov - 13 Nov
Freehand Chicago
Warwick Allerton - Chicago
4.0 star property
  • Childcare
  • Cribs/infant beds provided
8.4 out of 10, Very Good, (2945)
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 338
AED 504 total
includes taxes & fees
24 Nov - 25 Nov
Warwick Allerton - Chicago
Palmer House a Hilton Hotel
4.0 star property
  • Indoor pool
8.4 out of 10, Very Good, (2056)
The price is AED 403
AED 565 total
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
citizenM Chicago Downtown
4.0 star property
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
  • Business services
9.4 out of 10, Exceptional, (4042)
The price is AED 418
AED 491 total
includes taxes & fees
19 Nov - 20 Nov
citizenM Chicago Downtown
Congress Plaza Hotel
3.5 star property
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
  • Parking available
8.0 out of 10, Very Good, (9647)
The price is AED 625
AED 733 total
includes taxes & fees
3 Nov - 4 Nov
Congress Plaza Hotel
Hotel Felix River North/Magnificent Mile
4.0 star property
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Gym
  • Breakfast available
  • Parking available
8.2 out of 10, Very Good, (2328)
Hotel Felix River North/Magnificent Mile
Travelodge by Wyndham Downtown Chicago
2.0 star property
  • Cribs/infant beds provided
7.4 out of 10, Good, (2432)
Situated steps away from Millennium Park and the Art Institute, this welcoming hotel caters to families with complimentary cribs and premium TV channels. Children will delight in the nearby park explorations while parents appreciate the convenient on-site cafe for quick meals.
The price is AED 322
AED 378 total
includes taxes & fees
17 Nov - 18 Nov
Travelodge by Wyndham Downtown Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
  • Cribs/infant beds provided
9.4 out of 10, Exceptional, (2232)
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 361
AED 549 total
includes taxes & fees
25 Nov - 26 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Parking available
8.8 out of 10, Excellent, (1891)
The price is AED 485
AED 569 total
includes taxes & fees
9 Nov - 10 Nov
Club Quarters Hotel Wacker at Michigan, Chicago
Eurostars Magnificent Mile
4.0 star property
  • Cribs/infant beds provided
9.0 out of 10, Wonderful, (3087)
Spacious, immaculate rooms welcome families seeking urban adventure near Millennium Park. Premium TV channels entertain little ones while parents unwind in the on-site spa offering massages and body treatments. Free cribs and proximity to Chicago Riverwalk create perfect family memories.
The price is AED 429
AED 503 total
includes taxes & fees
27 Nov - 28 Nov
Eurostars 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.

Top Crestwood Hotel Reviews

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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.