The Best Family Hotels in Hillside, IL from NT$2,935 in 2026

A lush green valley with a winding road, steep mountains, and a misty atmosphere.

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Our top choices for Hillside family-friendly hotels

A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.

1. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Hillside

NT$4,045 total

includes taxes & fees

Nov 30 - Dec 1

A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.

2. Best Western Plus Chicago Hillside

Hillside

NT$4,239 total

includes taxes & fees

Nov 9 - Nov 10

A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.

3. MainStay Suites Chicago Hillside

Hillside

NT$2,935 total

includes taxes & fees

Nov 22 - Nov 23

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

4. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

NT$4,622 total

includes taxes & fees

Nov 1 - Nov 2

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

5. Carleton of Oak Park

Oak Park

Family fun awaits at this boutique Oak Park hotel with kitchenettes, premium TV, and easy access to the conservatory.

NT$4,421 total

includes taxes & fees

Nov 17 - Nov 18

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

6. Hotel 505 River North

Downtown Chicago

NT$5,328 total

includes taxes & fees

Nov 25 - Nov 26

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

7. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

NT$6,178 total

includes taxes & fees

Nov 25 - Nov 26

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

8. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Chicago's family escape with free breakfast and premium entertainment includes free parking and Netflix streaming.

NT$3,483 total

includes taxes & fees

Nov 16 - Nov 17

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Choose what matters most at family-friendly hotels in Hillside

Breakfast included

Pool

Top Hillside Hotel Reviews

Hilton Chicago

10/10 Excellent

"Very kind and excellent staff. The property was beautiful and lively"

Hotel Saint Clair- Magnificent Mile

8/10 Good

"This hotel is really well located & has been there for along time. It consequently has limitations that a more modern built hotel will not have. We had a Twin King room & the beds were really comfortable. The room however didn't provide any storage for clothing etc beyond an open coat rail with half a dozen hangers at one end with a "hat shelf" above!!!! There were no drawers / regular shelves etc so we lived out of suitcases for three nights with clothes piled on the floor next to the case! The room did have a mini-fridge which some may find useful but I would suggest this is either removed completely for shelves or, if plenty of others find it useful, build it into a full height unit with shelves/drawers above. There are only two lifts which, normally may be OK but, unfortunately, one lift broke down &, as we stayed over the weekend, the manager was unable to get the lift company to fix it before we left on the Monday. What I will say is that he was right there out front trying his hardest to help people use the working lift as efficiently as possible & chatting to us to help pass the time while we waited. And in general the staff were all really friendly (bar one front desk chap who was pretty helpful but he def did not exude the warm welcome you expect of service staff in the USA)!!!! In summary this hotel was "OK" - it was very well located and so good value in terms of price so, if you don't mind a few small compromises definitely go for it!"

Frequently asked questions

What's Hillside like for family-friendly vacations?

The relaxing destination of Hillside is a great choice if you've been considering a vacation with the kids. The entertainment, forests, and restaurants are just a few things that make this an attractive spot for a family vacation. Fly into Chicago O'Hare Intl. Airport (ORD), which is the closest airport, or Chicago Midway Airport (MDW), which is located 10.4 mi (16.7 km) from the city center.

When's the best time to book a family-friendly vacation in Hillside?

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 30°F. The snowiest months in Hillside are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.

What's there to see and do with your family in Hillside?

While you are vacationing in Hillside, you and the family might want to see interesting spots such as Wrigley Field and Soldier Field. Make sure you have plenty of time to take in activities in the area like Navy Pier, United Center, and Michigan Avenue.

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Check availability on Hillside Family Hotels

Our top choices for Hillside family-friendly hotels

1. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2. Best Western Plus Chicago Hillside

3. MainStay Suites Chicago Hillside

4. Hampton Inn Chicago-O'Hare International Airport

5. Carleton of Oak Park

6. Hotel 505 River North

7. Hilton Vacation Club Hotel Blake Chicago

8. SureStay Plus Hotel by Best Western Chicago Lombard

9. L7 Chicago by LOTTE

10. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Choose what matters most at family-friendly hotels in Hillside

Top Hillside Hotel Reviews

Hilton Chicago

Hotel Saint Clair- Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

The Royal Sonesta Chicago Downtown

Eurostars Magnificent Mile

Hilton Chicago O'Hare Airport

Club Quarters Hotel, Central Loop, Chicago

Frequently asked questions

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Find Family Hotels in Hillside, IL

Change your mind

Treat yourself

Be picky

Check availability on Hillside Family Hotels

Our top choices for Hillside family-friendly hotels

1. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2. Best Western Plus Chicago Hillside

3. MainStay Suites Chicago Hillside

4. Hampton Inn Chicago-O'Hare International Airport

5. Carleton of Oak Park

6. Hotel 505 River North

7. Hilton Vacation Club Hotel Blake Chicago

8. SureStay Plus Hotel by Best Western Chicago Lombard

9. L7 Chicago by LOTTE

10. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Choose what matters most at family-friendly hotels in Hillside

Top Hillside Hotel Reviews

Hilton Chicago

Frequently asked questions

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