Search Family-Friendly Hotels in Countryside

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Countryside Family-Friendly Hotels

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Countryside Family-Friendly Hotels

Premium Private Quadruple Room, 4 Twin Beds | Premium bedding, in-room safe, blackout curtains, iron/ironing board
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, (2619)
The price is 2.111.837 ₫
2.943.334 ₫ 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, (1948)
The price is 2.413.979 ₫
2.833.770 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Club Quarters Hotel Wacker at Michigan, Chicago
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
  • Cots/infant beds provided
9.0 out of 10, Wonderful, (2989)
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 cots while parents appreciate the spa services.
The price is 2.054.098 ₫
3.185.119 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Swissotel - Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
  • Cots/infant beds provided
9.0 out of 10, Wonderful, (3416)
Spacious family suites welcome little travellers with cots and premium entertainment options in a prime location. Minutes from Lake Michigan beaches and steps from Water Tower Place shopping, this hotel balances city centre adventure with family comfort.
The price is 2.196.204 ₫
2.578.125 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Junior Suite, 1 King Bed (Family) | Hypo-allergenic bedding, down duvets, pillow-top beds, in-room safe
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
  • Pet-friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Parking available
9.4 out of 10, Exceptional, (3103)
The price is 3.005.610 ₫
4.371.964 ₫ total
includes taxes & fees
28 Dec - 29 Dec
The Royal Sonesta Chicago Downtown
Lobby
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
  • Cots/infant beds provided
  • Indoor pool
8.6 out of 10, Excellent, (5337)
Spacious suites with separate living areas provide perfect accommodation 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 2.425.580 ₫
2.847.388 ₫ total
includes taxes & fees
7 Dec - 8 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
  • Cots/infant beds provided
8.4 out of 10, Very good, (3025)
Families thrive at this upscale Michigan Avenue hotel offering babysitting services, cots, and premium TV channels. Located just minutes from Chicago Riverwalk and the beach, children stay entertained while parents appreciate the 24-hour fitness centre.
The price is 1.687.360 ₫
2.754.615 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Warwick Allerton - 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
  • Cots/infant beds provided
9.4 out of 10, Exceptional, (2260)
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 cots while parents appreciate proximity to Lake Michigan and stunning sunrise views.
The price is 2.464.600 ₫
3.790.921 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Property amenity
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, (4100)
The price is 2.821.055 ₫
3.311.635 ₫ total
includes taxes & fees
24 Dec - 25 Dec
citizenM Chicago Downtown
Exterior
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4.0 star property
Downtown Chicago
  • Pet-friendly
  • Air conditioning
  • Gym
  • Breakfast available
  • Parking available
  • Business services
9.0 out of 10, Wonderful, (2261)
The price is 2.557.405 ₫
3.845.818 ₫ total
includes taxes & fees
28 Dec - 29 Dec
The Allegro Royal Sonesta Hotel Chicago Loop
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.
View all properties

Top Countryside Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What's Countryside like for family-friendly holidays?
The welcoming destination of Countryside is a good choice if you've been considering a getaway with your children. The entertainment and cafes are just a couple of things that make this an attractive spot for a family holiday. Take to the air and fly into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare International Airport (ORD), which is located 14.6 mi (23.5 km) from the city centre.
When's the best time to book a family-friendly holiday in Countryside?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Countryside is 1236 mm.
What's there to see and do with your family in Countryside?
United Center, SeatGeek Stadium and Chicago Ridge Shopping Mall are interesting attractions that you and your family will enjoy exploring while you are staying in Countryside. Make sure that you have plenty of time to take in activities in the area such as Michigan Avenue, Wrigley Field and Soldier Field.