TOP Pet Friendly Hotels in Hillside for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels

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Our top choices for Hillside pet-friendly hotels

MainStay Suites Chicago Hillside

Hillside

Bemajedareki Williams

includes taxes & fees

29 Jun - 30 Jun

Best Western Plus Chicago Hillside

Hillside

kevin

includes taxes & fees

14 Jun - 15 Jun

Freehand Chicago

Downtown Chicago

Nolan

includes taxes & fees

29 Jun - 30 Jun

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Robin

includes taxes & fees

22 Jun - 23 Jun

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Rodolfo

includes taxes & fees

29 Jun - 30 Jun

The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Ontario

includes taxes & fees

28 Jun - 29 Jun

The Drake

Downtown Chicago

Peter

includes taxes & fees

28 Jun - 29 Jun

Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Eric

includes taxes & fees

28 Jun - 29 Jun

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Top Hillside Hotel Reviews

Eurostars Magnificent Mile

8/10 Good

"The hotel was in a great location for access to the Magnificent Mile and not too far from the Art Institute and Navy Pier. Because of that though, it was loud all day and night between the sirens and the honking and blasting music. We stayed through a week so this was not just a weekend thing, it’s just loud. If you’re not a light sleeper though, this is a good option"

The Chicago Hotel Collection Ambassador Gold Coast

6/10 Okay

"The room was very clean and well-maintained; however, it was smaller than expected. One issue was the lack of a ventilation fan in the bathroom, which caused odors to linger in the room after use. Additionally, the bathroom layout may be somewhat challenging for larger guests. When I approached the front desk to request a deodorizer, the staff member appeared inconvenienced by the request, which was disappointing. Housekeeping service was also not available during my stay. On a positive note, the lobby was clean and inviting, the bartenders were friendly and attentive, and the view from the property was excellent. Overall, while there were some areas that could be improved, there were also several aspects of the stay that I enjoyed."

Fairmont Chicago at Millennium Park

4/10 Poor

"I rented a suite. It was relatively very expensive so I expect more. There was orange seeds on the floor and a piece of orange peel and some M&M shell pieces on the floor when I arrived. The staff were just fair when I asked were certain things wise. It was almost like I expected me to know use terms that only the people that worked there would know. They did credit me that urban experience fee which I totally think is BS and doesn’t really help you at all because of the problems so at least they did something. They said they would offer me an another stay with a couple of free nights to make up for it. I’m waiting on that. They seem to be a smell when I open the door almost like cigarette smoke, but my wife says she doesn’t think it was, but there was definitely something strange. I’m not that picky but when I pay a lot, I expect a lot, but I have found is high-end hotels don’t deliver as well as medium of the road hotels. Maybe they have their customer base and they don’t really care but the medium the road hotels seem to still have a need to grow their business and go above and beyond whereas this hotel didn’t. I’ve stayed here before and was well pleased. This was a huge disappointment a year and a half later."

Hilton Chicago

4/10 Poor

"Unfortunately, the service was completely unacceptable. On our first day, I had to call customer service three separate times just to get our room cleaned. They didn’t show up until 7:30 PM. When you’ve been walking all day, the last thing you want is to return to a dirty room when you just want to collapse and rest. To make matters worse, the exact same thing happened the next day. While the front desk tried to fix it by offering a free breakfast voucher, a voucher doesn't make up for losing the peace of mind of coming back to a clean, restful room after a long day out. On top of the terrible housekeeping, the hotel hits you with a mandatory $25 per day "destination fee" that you cannot opt-out of. It supposedly covers the pool, internet, pickleball, and an $18 laundry credit, but it is entirely "use it or lose it." Forcing families to pay for amenities they might not even have time to use just feels like a greedy cash grab. Great location, but the management and service are severely lacking. I would not stay here again."

Frequently asked questions

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.

What's the best time of year to travel to Hillside with my pet?

When you travel with your pet, keeping tabs on the weather can help you make the trip more safe and fun for everyone. 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.

What is there to see and do with your pet in Hillside?

Known for its live music and entertainment, Hillside has lots to offer visitors. During your visit, enjoy visiting Wrigley Field and United Center. When you're in the area, make time for a stop at top attractions, such as Michigan Avenue and Soldier Field.

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Treat yourself

Be picky

Check availability on Hillside Pet friendly Hotels

Our top choices for Hillside pet-friendly hotels

MainStay Suites Chicago Hillside

Best Western Plus Chicago Hillside

Freehand Chicago

The Chicago Hotel Collection Ambassador Gold Coast

Hotel Felix River North/Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Drake

Hampton Inn Majestic Chicago Theatre District

Aloft by Marriott Chicago Mag Mile

Top Hillside Hotel Reviews

Eurostars Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

Crowne Plaza Chicago West Loop by IHG

Hyatt Regency O'Hare Chicago

Fairmont Chicago at Millennium Park

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago

Hilton Chicago O'Hare Airport

Frequently asked questions

Explore a world of travel with Expedia

Find Cat & Dog Friendly Hotels in Hillside from S$122

Change your mind

Treat yourself

Be picky

Check availability on Hillside Pet friendly Hotels

Our top choices for Hillside pet-friendly hotels

MainStay Suites Chicago Hillside

Best Western Plus Chicago Hillside

Freehand Chicago

The Chicago Hotel Collection Ambassador Gold Coast

Hotel Felix River North/Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Drake

Hampton Inn Majestic Chicago Theatre District

Aloft by Marriott Chicago Mag Mile

Top Hillside Hotel Reviews

Eurostars Magnificent Mile

Frequently asked questions

Explore a world of travel with Expedia