Find kid-friendly hotels & resorts in Douglas, Chicago from $84

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Check availability on Douglas Family Hotels

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Dec 7 - Dec 8
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Dec 8 - Dec 9
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top Douglas 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, (2623)
"Great location "
United States
Stacy
$74 nightly
The price is $87
Jan 4 - Jan 5, 2026
Total with taxes and fees
Freehand Chicago
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3142)
"Amazing and will be staying again!"
United States
Angie
$94 nightly
The price is $110
Jan 6 - Jan 7, 2026
Total with taxes and fees
Eurostars Magnificent Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2740)
"Great food clean room friendly staff"
United States
MARINA
$109 nightly
The price is $128
Jan 6 - Jan 7, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4848)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
$96 nightly
The price is $113
Dec 8 - Dec 9
Total with taxes and fees
River Hotel
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3003)
"Enjoyed this hotel stay. "
United States
Kimberly
$93 nightly
The price is $109
Jan 4 - Jan 5, 2026
Total with taxes and fees
Warwick Allerton - Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3439)
"Great hotel located in nice area."
United States
Robert
$105 nightly
The price is $123
Dec 14 - Dec 15
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
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
9.4 out of 10, Exceptional, (2257)
"Smooth check in and beautiful hotel"
United States
Monique
$124 nightly
The price is $146
Jan 6 - Jan 7, 2026
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2996)
"Great stay"
Canada
Lorrington Ashford
$139 nightly
The price is $163
Jan 2 - Jan 3, 2026
Total with taxes and fees
Swissotel - Chicago
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, (1741)
"Staff was courteous, room was clean, convenient location for us. Price was good as well."
United States
Jamie
$71 nightly
The price is $84
Jan 5 - Jan 6, 2026
Total with taxes and fees
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, (1476)
"Loved this hotel, great location, pet friendly."
United States
Tracy
$94 nightly
The price is $110
Jan 4 - Jan 5, 2026
Total with taxes and fees
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 Douglas Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Clean, staff, doormen"
Tamela 1-night trip
Posted 20 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

What's Douglas like for family-friendly vacations?
The welcoming destination of Douglas is a great choice if you've been considering a vacation with the kids. The beaches, lake views, and sunny weather are just some of the things that make this the perfect spot for family trips. Fly into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare Intl. Airport (ORD), which is located 17.7 mi (28.5 km) from the center of Douglas.
What's there to see and do with your family in Douglas?
State Street, Southside Community Arts Center, and Michigan Avenue are interesting attractions you and your family will enjoy exploring while you are staying in Douglas. Make sure you have plenty of time to take in activities in the area like Wrigley Field, Soldier Field, and Navy Pier.

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