Find Family Hotels in Uptown, IL

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Check availability on Uptown Family Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Uptown family-friendly hotels

Rooftop terrace
The Guesthouse Hotel

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (367)
"Beautiful well kept rooms, accessible friendly staff, quiet, clean, comfortable."
United States
Susan F
The price is NT$5,290
NT$6,210 total
includes taxes & fees
Jan 5 - 2026/1/6
The Guesthouse Hotel
Premium Private Quad | Premium bedding, in-room safe, blackout drapes, iron/ironing board
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2665)
"It's an excellent place."
United States
Jose
The price is NT$1,839
NT$2,712 total
includes taxes & fees
Jan 4 - 2026/1/5
Freehand Chicago
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4871)
"Clean friendly hotel "
United States
maria
The price is NT$2,296
NT$2,695 total
includes taxes & fees
Jan 24 - 2026/1/25
River Hotel
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9711)
"Wonderful stay!"
United States
Zach
The price is NT$6,761
NT$7,937 total
includes taxes & fees
Dec 31 - 2026/1/1
Congress Plaza Hotel
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3016)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$1,958
NT$3,221 total
includes taxes & fees
Jan 25 - 2026/1/26
Warwick Allerton - Chicago
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3333)
"Great hotel "
United States
Anthony
The price is NT$2,563
NT$3,009 total
includes taxes & fees
Jan 11 - 2026/1/12
Club Quarters Hotel, Central Loop, Chicago
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2211)
"It was a beautiful stay "
United States
Donald
The price is NT$2,681
NT$3,147 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree by Hilton Chicago - Magnificent Mile
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

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, (1495)
"Nice stay"
United States
Michelle
The price is NT$1,952
NT$3,215 total
includes taxes & fees
Jan 18 - 2026/1/19
Claridge House Chicago, Tapestry Collection by Hilton
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2285)
"Great staff and restaurants!!"
United States
Abigale
The price is NT$2,714
NT$4,256 total
includes taxes & fees
Jan 20 - 2026/1/21
Sable at Navy Pier Chicago, Curio 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 Uptown Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Easy check in and check out, staff were very friendly, room was great, bed was very comfortable. The hotel was also very clean. We loved the location. It was so close to Michigan Avenue, but it was quiet. "
Cindy 1-night trip
Posted 19 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

What's Uptown like for family-friendly vacations?
The destination of Uptown is a great choice if you've been thinking about a vacation with your kids. The interesting architecture, soaring skyscrapers, and theaters are just a few things that make this an attractive place for a family vacation. Arrange a flight into Chicago O'Hare Intl. Airport (ORD), which is located 12.9 mi (20.8 km) from the center of Uptown.
What's the best hotel for a family vacation in Uptown?
The Guesthouse Hotel is a hotel with in-room kitchens and free WiFi, and it's a top choice on Expedia for families.
What's there to see and do with your family in Uptown?
While you are visiting Uptown, you might want to round up the kiddos and make time to see interesting attractions such as Aragon Ballroom and Riviera Theatre. Make sure you have plenty of time to take in activities in the area like Wrigley Field, Michigan Avenue, and Navy Pier.

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