Pet Friendly Hotels & Resorts in Westchester from AU$167

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Best Westchester Pet Friendly Hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1056)
"Ben was amazing at the front desk. The bartender was super! The cleaning staff was friendly and did a great job! "
The price is AU$167
includes taxes & fees
22 Dec - 23 Dec
Four Points by Sheraton Chicago Westchester/Oak Brook

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

9.8 out of 10, Exceptional, (10)
"We rent Vrbo often. They had the most comfy beds out of all of the places we have stayed. They also allow dogs and have a gated yard. This was perfect for our stay in Chicago."
The price is AU$665
includes taxes & fees
2 Dec - 3 Dec
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

A beautiful home in quiet Westchester

9.4 out of 10, Exceptional, (12)
"I loved the location of this neighborhood since it is right next to a Target, gas station, and multiple options for food. The house was clean, roomy and in a safe neighborhood. There are 2 full bathrooms and 2 full living rooms since the basement is finished. We enjoyed our stay for the weekend. "
A beautiful home in quiet Westchester
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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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 Millennium Park. When you’re in the area, make time for a stop at top attractions, such as Michigan Avenue and McCormick Place.