Pet Friendly Hotels & Resorts in Westchester from AU$114

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Westchester Pet Friendly Hotels

Tonight
2 Jan - 3 Jan
Tomorrow
3 Jan - 4 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Westchester pet-friendly hotels

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

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

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (19)
"Great place Great location "
United States
Josh W.
The price is AU$589
includes taxes & fees
4 Jan - 5 Jan
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
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, (1002)
"Thanks, great stay"
United States
Robert
The price is AU$169
includes taxes & fees
7 Jan - 8 Jan
Four Points by Sheraton Chicago Westchester/Oak Brook
Fridge, microwave, oven, stovetop
Cozy Westchester Retreat Near Chicago & Parks

Cozy Westchester Retreat Near Chicago & Parks

Cozy Westchester Retreat Near Chicago & Parks
2.0 star property
Westchester
Cozy Westchester Retreat Near Chicago & Parks
Fridge, microwave, oven, stovetop
King Bed, Game Room & Fire Pit | LCP Collection

King Bed, Game Room & Fire Pit | LCP Collection

King Bed, Game Room & Fire Pit | LCP Collection
Westchester
6.0 out of 10, (1)
"The house itself was beautiful! The yard was perfect for relaxing, and the home was spacious, comfortable, and very clean.Unfortunately, we did run into a few issues during our stay. The king bed in the master bedroom was broken and could not be used. A maintenance person showed up after hours without any prior notice or communication from the host, which made us uncomfortable letting them in. We decided to forgo use of the main bedroom rather than allow an unannounced visitor. In addition,...
United States
Trey G.
The price is AU$764
includes taxes & fees
15 Jan - 16 Jan
King Bed, Game Room & Fire Pit | LCP Collection
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2680)
"It's an excellent place."
United States
Jose
The price is AU$114
includes taxes & fees
19 Jan - 20 Jan
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, (1503)
"Nice stay"
United States
Michelle
The price is AU$150
includes taxes & fees
2 Feb - 3 Feb
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, (2029)
"Great stay"
United States
Kramer
The price is AU$143
includes taxes & fees
16 Jan - 17 Jan
Club Quarters Hotel Wacker at Michigan, Chicago
Interior detail
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1004)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is AU$173
includes taxes & fees
19 Jan - 20 Jan
Staypineapple, An Iconic Hotel, The Loop
Exterior
Arlo Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1923)
"Staff were very kind, hotel clean."
United States
Christine
The price is AU$189
includes taxes & fees
15 Jan - 16 Jan
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, (3004)
"Great place to stay"
United States
Elisha
The price is AU$144
includes taxes & fees
6 Jan - 7 Jan
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Everything was good just the staff at check out was vey rode maybe having bad day but still not excuse did not even great us just yell at us what you want other than that it was good"
mahmoud 2-night trip
Posted 2 hours ago
Hilton Chicago/Magnificent Mile Suites

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.