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Check availability on Oak Park Family-Friendly Hotels

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Oak Park 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, (2623)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is 1.758.282 ₫
2.528.294 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Freehand Chicago
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2984)
"Great stay"
Canada
Lorrington Ashford
The price is 1.924.909 ₫
3.033.463 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3421)
"Great stay!"
United States
Rose
The price is 2.196.538 ₫
2.578.517 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Exterior detail
Carleton of Oak Park

Carleton of Oak Park

3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1023)
"Spacious room, quiet night's sleep in a very pleasant historic hotel."
United States
Edward
Carleton of Oak Park
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2123)
"Great place to stay."
United States
Aaron
The price is 2.746.068 ₫
3.882.836 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1959)
"A good place for stay "
United States
Julio
The price is 2.414.346 ₫
2.834.199 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5343)
"Great location "
United States
Louis
The price is 2.486.597 ₫
2.919.016 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Embassy Suites by Hilton Chicago Downtown River North
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2333)
"We had a great stay and will be back again."
United States
Amber
The price is 2.788.890 ₫
4.047.690 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Hilton 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, (2767)
"Great food clean room friendly staff"
United States
MARINA
The price is 2.320.472 ₫
3.497.848 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3030)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
United States
Joan
The price is 1.793.092 ₫
2.878.967 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Warwick Allerton - Chicago
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 Oak Park Hotel Reviews

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Frequently asked questions

What's Oak Park like for family-friendly holidays?
If you've been thinking about a trip with your children, the walkable destination of Oak Park is a good choice. The local tours, interesting architecture and cafes are just a few things that make this an attractive family holiday destination. Arrange a flight into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare International Airport (ORD), which is located 8.9 mi (14.4 km) from the city centre.
When's the best time to book a family-friendly holiday in Oak Park?
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 Oak Park is 1207 mm.
What's there to see and do with your family in Oak Park?
While you and your family are visiting Oak Park, you may want to explore some child-friendly attractions such as Madison Street Theatre and Wrigley Field. Make sure that you have plenty of time to take in activities in the area such as Michigan Avenue, United Center and Soldier Field.
What's the best way for us to get around Oak Park?
Take advantage of metro transport at Ridgeland Station (Green Line), Oak Park Station (Green Line) and Oak Park Station (Blue Line). To see more of the larger area, take a train from Oak Park Station.