Hillside Holiday Rentals, Chicago: Private House Rentals

Our top choices for Hillside hotels

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

Hillside

Demetris

฿4,408 total

includes taxes & fees

2 Jul - 3 Jul

Best Western Plus Chicago Hillside

Hillside

Jonathan

฿3,558 total

includes taxes & fees

26 Jul - 27 Jul

MainStay Suites Chicago Hillside

Hillside

Demari

฿3,304 total

includes taxes & fees

12 Jul - 13 Jul

Hyatt Regency Chicago

Downtown Chicago

Marianne

฿10,524 total

includes taxes & fees

3 Jul - 4 Jul

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Nicholas

฿5,617 total

includes taxes & fees

2 Jul - 3 Jul

2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

William

฿9,965 total

includes taxes & fees

30 Jun - 1 Jul

Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago

Maria

฿7,150 total

includes taxes & fees

2 Jul - 3 Jul

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Avradita

฿6,539 total

includes taxes & fees

5 Jul - 6 Jul

Omni Chicago Hotel

Downtown Chicago

Bruce

฿7,175 total

includes taxes & fees

5 Jul - 6 Jul

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Milo

฿8,809 total

includes taxes & fees

30 Jun - 1 Jul

Sofitel Chicago Magnificent Mile

Downtown Chicago

Karolina

฿11,308 total

includes taxes & fees

5 Jul - 6 Jul

Premium bedding, in-room safe, desk, blackout curtains

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

Zhe Wen

฿6,746 total

includes taxes & fees

1 Jul - 2 Jul

Hilton Garden Inn Chicago Downtown Riverwalk

Downtown Chicago

Zhane

฿5,822 total

includes taxes & fees

5 Jul - 6 Jul

55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

Downtown Chicago

Joel

฿10,669 total

includes taxes & fees

28 Jun - 29 Jun

Hotel Riu Plaza Chicago

Downtown Chicago

Kyle

฿8,055 total

includes taxes & fees

5 Jul - 6 Jul

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Joseph

฿8,972 total

includes taxes & fees

5 Jul - 6 Jul

Arlo Chicago

Downtown Chicago

Justin

฿8,112 total

includes taxes & fees

1 Jul - 2 Jul

Hampton Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Connie

฿7,630 total

includes taxes & fees

30 Jun - 1 Jul

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Pamela

฿9,876 total

includes taxes & fees

5 Jul - 6 Jul

Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Daniel

฿6,389 total

includes taxes & fees

5 Jul - 6 Jul

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Learn more about Hillside

This small village offers a peaceful escape with its charming Hillside Park and community events throughout the year. Grab a bite at local family restaurants before exploring nearby Forest Park's beautiful Concordia Cemetery or Oak Park's Frank Lloyd Wright attractions.

See all hotels in Hillside

A gravestone with the name Alphonse Capone, birth and death years, and the phrase "My Jesus Mercy".

Top Hillside Hotel Reviews

The Royal Sonesta Chicago Downtown

8/10 Good

"Good stay. Great location. Great room view."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"The location and decor in the lobby and restaurant/ lounge was super nice! The beds were comfortable and room was spacious. The only issue that I saw was the carpet in the room. There were several stains and bleach spots. It needs to be replaced. Other than that small detail it was a really nice stay!"

Hotel Riu Plaza Chicago

8/10 Good

"RIU is a beautiful and modern hotel with very helpful staff and an excellent breakfast buffet. The rooms were clean and pretty. Our only concerns were these: The only restaurant on the property is a rooftop bar with small plates that are not kid friendly, and because it’s a rooftop bar, it’s only available when the weather is good. Our shower did not drain. There is no ice machine or any other vending on the property. There is no sundries shop/store on the property. The room does not have a microwave. Our bathroom door did not lock nor, was there any bathroom vent/fan. For being only two years old, the hotel really should have better television options, including streaming services. Watch out – many of the general hotel/reservation websites show this location is having a “rooftop pool,” but it does not have any pool."

Congress Plaza Hotel

8/10 Good

"The hotel is a bit run down, but my room was very clean. The breakfast was good, although it is not included, and for some reason I thought it was. The receptionist was amazing. She was very kind and allowed me to check in early, which I really appreciated. The location is also excellent. I’m giving 4 stars because, as a female solo traveler, I did not feel completely safe. The reception desk is not close to the entrance. There is one person near the entrance, but if he is busy, he may not be able to see everyone coming in and out. The hallways are long, and I did not notice much visible surveillance or security. Overall, I had a good stay, but I think the hotel could improve safety and security for guests."

More cheap stays in Hillside

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

฿2,326

฿2,605 total

16 Jul - 17 Jul

includes taxes & fees

6.4/10 (1,162 reviews)

Frequently asked questions

What's the best place for a stay in Hillside?

Located 14.3 mi (23.1 km) from the heart of Hillside, Congress Plaza Hotel is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Hilton Chicago/Magnificent Mile Suites and The Chicago Hotel Collection - Magnificent Mile. See all available top hotels, or vacation rentals in Hillside.

If I need to cancel my hotel reservation in Hillside, will I receive a refund?

Yes! The majority of hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillside.

What is the top LGBTQ-friendly accommodation in Hillside?

Best Western Plus Chicago Hillside is a top LGBTQ-friendly hotel that features free Wi-Fi and free parking. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG and Manor Motel By OYO Near Oak Brook/Chicago Westchester are other good choices for your stay. See all available hotels listed as LGBTQ-friendly in Hillside.

What's the best dog-friendly place to stay in Hillside?

Best Western Plus Chicago Hillside is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. MainStay Suites Chicago Hillside is another option for you and your pet. See more pet-friendly hotel accommodations in Hillside.

What are some accommodation options with pools in Hillside?

Hilton Chicago/Magnificent Mile Suites: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. View all hotels with pools in Hillside.

What is staying in Hillside like?

Families will find child-friendly activities in Hillside, and visitors give high marks for the top-notch restaurants. Relaxing and welcoming, this city attracts tourists with its shopping and forests. Around the area, top sights include Wrigley Field, Michigan Avenue and Soldier Field. In Hillside, there are 5 hotels and other accommodation options to choose from. Find out more about Hillside.

What is there to see in Hillside?

Notable places to visit in the wider area include Wrigley Field, Michigan Avenue and Soldier Field. You'll also find Navy Pier and United Center in the area. Take a look at what more there is to see and do in Expedia's Hillside guide.

What's the seasonal weather like in Hillside?

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. The snowiest months in Hillside are January, November, February and December, with each month seeing an average of 13 cm of snowfall.

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Our top choices for Hillside hotels

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

Best Western Plus Chicago Hillside

MainStay Suites Chicago Hillside

Hyatt Regency Chicago

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

LondonHouse Chicago, Curio Collection by Hilton

Homewood Suites by Hilton Chicago-Downtown

Hilton Chicago/Magnificent Mile Suites

Omni Chicago Hotel

Hyatt Centric Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Hilton Garden Inn Chicago Downtown Riverwalk

L7 Chicago by LOTTE

Hotel Riu Plaza Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Arlo Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Sheraton Grand Chicago Riverwalk

Hyatt Place Chicago/Downtown - The Loop

Learn more about Hillside

Top Hillside Hotel Reviews

The Royal Sonesta Chicago Downtown

More cheap stays in Hillside

Red Roof Inn PLUS+ Chicago - Willowbrook

Frequently asked questions

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