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Check availability on Hillside Pet-Friendly Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Hillside Pet-Friendly Hotels

Lobby sitting area
Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside

3.0 star property
Hillside
7.6 out of 10, Good, (1004)
"Great Hotel"
Canada
Noor
The price is 2.413.474 ₫
2.702.609 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Chicago Hillside
Exterior
MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside

2.5 star property
Hillside
6.2 out of 10, (1000)
"Quiet floor and clean room "
United States
sephora
The price is 1.993.648 ₫
2.232.487 ₫ total
includes taxes & fees
8 Dec - 9 Dec
MainStay Suites Chicago Hillside
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2620)
"Accommodation and great customer serbice!"
United States
Haidee
The price is 1.692.355 ₫
2.451.044 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Freehand Chicago
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1473)
"Loved this hotel, great location, pet friendly."
United States
Tracy
The price is 1.816.434 ₫
2.906.301 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3432)
"Great hotel located in nice area."
United States
Robert
The price is 2.767.900 ₫
3.249.237 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hilton Chicago/Magnificent Mile Suites
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2990)
"Great stay"
Canada
Lorrington Ashford
The price is 3.005.767 ₫
4.302.429 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3107)
"Very nice staff, beautiful hotel and a clean room"
United States
Tara
The price is 3.006.294 ₫
4.372.962 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
The Royal Sonesta Chicago Downtown
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4216)
"Great location. "
United States
Rodger
The price is 2.162.422 ₫
2.538.466 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2944)
"Great location and great staff!!"
United States
lynne
The price is 2.373.390 ₫
2.786.121 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Aloft Chicago Mag Mile
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2296)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is 2.700.824 ₫
4.014.369 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Royal Sonesta Chicago River North
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

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Frequently asked questions

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. See the local sights and visit Fresh Meadow Golf Club. When you're in the area, make time for a stop at top attractions, such as Wrigley Field and Michigan Avenue.