Cat & Dog Friendly Hotels in Westchester

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Check availability on Westchester Pet friendly Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Westchester pet-friendly hotels

Breakfast and dinner served
Four Points by Sheraton Chicago Westchester/Oak Brook

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, (1010)
"Thanks, great stay"
United States
Robert
The price is RM409
RM458 total
includes taxes & fees
6 Jan - 7 Jan 2026
Four Points by Sheraton Chicago Westchester/Oak Brook
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2665)
"It's an excellent place."
United States
Jose
The price is RM237
RM349 total
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

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, (1495)
"Nice stay"
United States
Michelle
The price is RM252
RM414 total
includes taxes & fees
18 Jan - 19 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2019)
"Great stay"
United States
Kramer
The price is RM331
RM388 total
includes taxes & fees
11 Jan - 12 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1545)
"Great staff and great location. "
United States
Joe
The price is RM377
RM442 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade
Exterior
Arlo Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1913)
"Great hotel"
United States
Chris
The price is RM346
RM527 total
includes taxes & fees
6 Jan - 7 Jan 2026
Arlo Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2996)
"Great place to stay"
United States
Elisha
The price is RM348
RM409 total
includes taxes & fees
22 Jan - 23 Jan 2026
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.
View all properties

Top Westchester Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Staff were very friendly and helpful. I would recommend this hotel to friends. Conveniently located and walkable to area attractions."
Matthew 1-night trip
Posted 2 days ago
Eurostars Magnificent Mile

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 United Center and McCormick Place.

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