Search Pet-Friendly Hotels in Westchester

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Check availability on Westchester 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 Westchester Pet-Friendly Hotels

Breakfast and dinner served
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, (1004)
"Nice hotel "
United States
Maciej
The price is 2.663.471 ₫
2.982.554 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Four Points by Sheraton Chicago Westchester/Oak Brook
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 1.656.626 ₫
2.409.067 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Freehand Chicago
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2991)
"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
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, (1474)
"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
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3774)
"Great location "
United States
Carlos
The price is 2.018.663 ₫
2.369.709 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Whitehall Hotel, BW Premier Collection
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3433)
"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
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3108)
"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
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2945)
"Great location and great staff!!"
United States
lynne
The price is 2.373.390 ₫
2.786.121 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Aloft Chicago Mag Mile
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 Westchester Hotel Reviews

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Frequently asked questions

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 United Center and McCormick Place.