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

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Check availability on Hillside Pet-Friendly Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Hillside pet-friendly hotels

Exterior

MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
2.5 star property
Hillside
6.2 out of 10, (1,000 reviews)
"Clean rooms, great community,etc"
United States
Demari
The price is ฿2,949
฿3,302 total
includes taxes & fees
12 Jul - 13 Jul
MainStay Suites Chicago Hillside
Lobby sitting area

Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1,003 reviews)
"It’s a good stay for couples who are in town for a couple of days. Nice place to rest your head. Easy parking and nice rooms."
United States
Jonathan
The price is ฿3,176
฿3,556 total
includes taxes & fees
26 Jul - 27 Jul
Best Western Plus Chicago Hillside
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,134 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is ฿3,811
฿6,118 total
includes taxes & fees
5 Jul - 6 Jul
Freehand Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,644 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is ฿3,840
฿4,566 total
includes taxes & fees
6 Jul - 7 Jul
The Chicago Hotel Collection Ambassador Gold Coast
Presidential Suite, 1 Bedroom, Non Smoking | Premium bedding, in-room safe, desk, blackout curtains

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,566 reviews)
"Great stay"
United States
Matt
The price is ฿4,470
฿6,306 total
includes taxes & fees
1 Jul - 2 Jul
Hotel 55 Chicago Downtown
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,260 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is ฿5,191
฿6,172 total
includes taxes & fees
5 Jul - 6 Jul
River Hotel
Serves breakfast, lunch and dinner

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Great place!"
United States
Kelly
The price is ฿4,804
฿5,711 total
includes taxes & fees
1 Jul - 2 Jul
Moxy Chicago Downtown
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,639 reviews)
"Enjoyed our stay"
United States
keary
The price is ฿3,942
฿4,687 total
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection - Magnificent Mile
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,460 reviews)
"Great stay!"
United States
Avradita
The price is ฿5,334
฿6,342 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Chicago/Magnificent Mile Suites
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 Hillside Hotel Reviews

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Cleaning rooms, great location, beautiful view from Highway. Staff was very helpful"
Ravean 2-night trip
Posted 1 hour ago
Hyatt Regency O'Hare Chicago

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 Michigan Avenue. When you're in the area, make time for a stop at top attractions, such as Soldier Field and McCormick Place.