A calm lake with ducks, autumn trees, and a grassy park area.

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Check availability on Westchester Pet friendly Hotels

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Our top choices for Westchester pet-friendly hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
Westchester
8.6 out of 10, Excellent, (1,005 reviews)
"Clean room and good location would definitely stay here again"
United States
Jonas
The price is S$143
includes taxes & fees
5 Jul - 6 Jul
Four Points by Sheraton Chicago Westchester/Oak Brook

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Great place!"
United States
Kelly
The price is S$222
includes taxes & fees
1 Jul - 2 Jul
Moxy Chicago Downtown

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,137 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is S$231
includes taxes & fees
5 Jul - 6 Jul
Freehand Chicago

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,569 reviews)
"Great stay"
United States
Matt
The price is S$245
includes taxes & fees
5 Jul - 6 Jul
Hotel 55 Chicago Downtown

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, (1,661 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is S$177
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,276 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 S$239
includes taxes & fees
5 Jul - 6 Jul
River Hotel

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,475 reviews)
"Great stay!"
United States
Avradita
The price is S$249
includes taxes & fees
7 Jul - 8 Jul
Hilton Chicago/Magnificent Mile Suites

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location, clean hotel, and very accommodating staff."
United States
Neydee
The price is S$337
includes taxes & fees
30 Jun - 1 Jul
The Blackstone, Autograph Collection
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.

Top Westchester Hotel Reviews

Frequently asked questions

What's the best dog-friendly place to stay in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people travelling with their pets, and offers a restaurant and a fitness centre for its human guests.
What's the best time of year to travel to Westchester 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 Westchester 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 Westchester?
Known for its basketball, Westchester 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 McCormick Place and Soldier Field.

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