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Check availability on Kenwood Family-Friendly Hotels

Our top choices for Kenwood 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
8.0 out of 10, Very good, (2634)
"The room was spotless and the staff where great!"
United States
Maria
The price is 1.575.393 ₫
2.313.548 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Freehand Chicago
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, (2750)
"Great food clean room friendly staff"
United States
MARINA
The price is 2.236.176 ₫
3.399.094 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
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, (4842)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is 2.151.139 ₫
2.525.221 ₫ total
includes taxes & fees
23 Dec - 24 Dec
River Hotel
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, (2267)
"Smooth check in and beautiful hotel"
United States
Monique
The price is 2.356.951 ₫
3.664.725 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3000)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.708.258 ₫
2.779.346 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Warwick Allerton - Chicago
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3136)
"Amazing and will be staying again!"
United States
Angie
The price is 2.467.483 ₫
2.896.577 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Eurostars Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3456)
"Great place to stay "
United States
RaShawna
The price is 2.788.572 ₫
3.273.505 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Hilton Chicago/Magnificent Mile Suites
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 3.004.741 ₫
4.300.961 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1751)
"Clean and staff was courteous. "
United States
HANNAH
The price is 1.876.974 ₫
2.203.072 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
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
The price is 1.816.366 ₫
2.906.190 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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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Frequently asked questions

What's Kenwood like for family-friendly holidays?
The destination of Kenwood is a good option if you've been considering a getaway with the children. The beaches, lake views and museums are just some of the things that make this the perfect spot for family trips. Arrange a flight into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare International Airport (ORD), which is located 19.7 mi (31.7 km) from the centre of Kenwood.
What's there to see and do with your family in Kenwood?
While you and your family are visiting Kenwood, you may want to explore some child-friendly attractions such as Hyde Park Art Center and Michigan Avenue. Make sure that you have plenty of time to take in activities in the area such as Wrigley Field, Soldier Field and Navy Pier.