Find Family Hotels in Countryside, IL

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Check availability on Countryside Family Hotels

Tonight
Dec 8 - Dec 9
Tomorrow
Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Top Countryside Family Hotels

Premium Private Quad | Premium bedding, in-room safe, blackout drapes, iron/ironing board
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2633)
"The room was spotless and the staff where great!"
United States
Maria
The price is NT$1,923
NT$2,808 total
includes taxes & fees
Jan 6 - 2026/1/7
Freehand Chicago
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3003)
"Very beautiful place to stay"
United States
FaithBrenda
The price is NT$3,561
NT$5,097 total
includes taxes & fees
Jan 2 - 2026/1/3
Swissotel - Chicago
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3008)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$2,124
NT$3,411 total
includes taxes & fees
Jan 4 - 2026/1/5
Warwick Allerton - Chicago
Reception
River Hotel

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4852)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is NT$2,549
NT$2,992 total
includes taxes & fees
Dec 22 - Dec 23
River Hotel
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3153)
"Amazing and will be staying again!"
United States
Angie
The price is NT$2,924
NT$3,432 total
includes taxes & fees
Jan 7 - 2026/1/8
Eurostars Magnificent Mile
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (366)
"Good place, good location, friendly staff and a great bar! "
United States
Georgi
The price is NT$2,048
NT$2,404 total
includes taxes & fees
Jan 5 - 2026/1/6
FOUND Hotel Chicago River North
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3454)
"Great place to stay "
United States
RaShawna
The price is NT$3,304
NT$3,879 total
includes taxes & fees
Dec 15 - Dec 16
Hilton Chicago/Magnificent Mile Suites
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2748)
"Great food clean room friendly staff"
United States
MARINA
The price is NT$2,624
NT$3,997 total
includes taxes & fees
Jan 6 - 2026/1/7
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1743)
"Great staff with a great view of the city! Easy access to the L train to Wrigley Field. Will stay again!"
United States
Joseph
The price is NT$2,220
NT$2,606 total
includes taxes & fees
Jan 6 - 2026/1/7
Hilton Garden Inn Chicago Downtown South Loop
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1480)
"Loved this hotel, great location, pet friendly."
United States
Tracy
The price is NT$2,152
NT$3,443 total
includes taxes & fees
Jan 4 - 2026/1/5
Claridge House Chicago, Tapestry Collection by Hilton
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 Countryside Hotel Reviews

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent
"The hotel was beautiful and staff was friendly. It was close and walking distance to a lot of things. Thank you LondonHouse we enjoyed our stay and hope to return in the near future!"
MARISOL 1-night trip
Posted 3 hours ago
LondonHouse Chicago, Curio Collection by Hilton

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Frequently asked questions

What's Countryside like for family-friendly vacations?
The welcoming destination of Countryside is a good choice if you've been considering a getaway with your kids. The entertainment and cafes are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare Intl. Airport (ORD), which is located 14.6 mi (23.5 km) from the city center.
When's the best time to book a family-friendly vacation in Countryside?
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 Countryside is 49 inches.
What's there to see and do with your family in Countryside?
United Center, SeatGeek Stadium, and Chicago Ridge Shopping Mall are interesting attractions you and your family will enjoy exploring while you are staying in Countryside. Make sure you have plenty of time to take in activities in the area like Michigan Avenue, Wrigley Field, and Soldier Field.