Book the Best Hillside FAMILY FRIENDLY Hotels from CA $113 - Kid-Friendly Hotels in Hillside, IL

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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

CA $168 total

includes taxes & fees

Dec 10 - Dec 11

A restaurant setting with round tables, chairs, and empty wine glasses.

2. Best Western Plus Chicago Hillside

Hillside

CA $160 total

includes taxes & fees

Nov 22 - Nov 23

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

3. MainStay Suites Chicago Hillside

Hillside

CA $127 total

includes taxes & fees

Dec 13 - Dec 14

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

4. 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.

CA $153 total

includes taxes & fees

Nov 19 - Nov 20

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

5. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

CA $189 total

includes taxes & fees

Dec 10 - Dec 11

6. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Downtown Chicago

Kids thrive with beach access and free breakfast at this downtown chicago hotel with art deco charm.

CA $176 total

includes taxes & fees

Dec 9 - Dec 10

A bar area with a checkered floor, bar stools, and a well-lit sign above the bar.

7. ACME Hotel Chicago, Outset Collection by Hilton

Downtown Chicago

CA $143 total

includes taxes & fees

Dec 14 - Dec 15

A modern interior with a bar area, seating, and decorative wooden panels.

8. Best Western Grant Park Hotel

Downtown Chicago

Family-friendly chicago location puts parents at ease with convenience of cribs, proximity to Grant Park, and modern amenities.

CA $145 total

includes taxes & fees

Dec 7 - Dec 8

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

9. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Rooftop pool, fitness centre, and prime Michigan Avenue location offer family fun near Chicago attractions.

CA $164 total

includes taxes & fees

Dec 7 - Dec 8

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

10. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Chicago family suites near Michigan Avenue offer spacious, kid-friendly accommodations just minutes from beach fun.

CA $173 total

includes taxes & fees

Dec 7 - Dec 8

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Choose what matters most at family-friendly hotels in Hillside

Breakfast included

Pool

Top Hillside Hotel Reviews

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

Hillside

10/10 Excellent

Janet

SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

10/10 Excellent

Staff was very helpful answering any questions at anytime of day. Room was clean, many tv & movie channels, fridge & microwave. Bathroom was clean, with an accessable walk-in shower that dries well with door open. Hotel is about a half an hour drive from Chicago. Breakfast is a highlight of the place, eggs, sausage, breads, fruit, fresh pancakes & waffles, yogurt, juices and more! Overall a great, safe stay, would come back for sure.

Justin

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

This hotel is in a very convenient spot in Downtown Chicago. It's less than 4 minutes walking from Lasalle Station (blue line),Harrison Station (red line), and several bus lines. That means you can reach all the city's attractions quite easily. The staff was welcoming, professional, and always ready to help. The hotel itself is simple but beautiful and clean (the lobby and sitting area are both really nice). The room was cozy with a great view. Absolutely every corner of the room and the...

Alexandre

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Bonnie

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

10/10 Excellent

Making people feel special must be their superpower because I was pleasantly surprised by a special gift I received for my birthday. The staff was always courteous, helpful and friendly. I loved that the lobby where they had a few games you could play but was so relaxing and quiet that there were several people just sitting around and chatting. It's proximity to the L had its pros and cons. The only con being the noise but it was so minimal that you only heard it while sitting on the window...

Lillian

A hotel room with a sofa, a small table, and a view of the cityscape through large windows.

Fairfield Inn & Suites Chicago Downtown/River North

Downtown Chicago

10/10 Excellent

Kelly

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

10/10 Excellent

Lauren

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

Hampton Inn & Suites Chicago Downtown

Downtown Chicago

10/10 Excellent

Steve

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

10/10 Excellent

Allison

An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

10/10 Excellent

Sally

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

10/10 Excellent

Maegan A

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

10/10 Excellent

Matthew

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Marc-André

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.

Find Family Hotels in Hillside, IL from CA $113

Change your mind

Treat yourself

Be picky

Check prices for these dates

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. SureStay Plus Hotel by Best Western Chicago Lombard

5. Hilton Vacation Club Hotel Blake Chicago

6. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

7. ACME Hotel Chicago, Outset Collection by Hilton

8. Best Western Grant Park Hotel

9. DoubleTree by Hilton Chicago - Magnificent Mile

10. Hilton Chicago/Magnificent Mile Suites

Choose what matters most at family-friendly hotels in Hillside

Top Hillside Hotel Reviews

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

10/10 Excellent

Frequently Asked Questions

What's Hillside like for family-friendly vacations?

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

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

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