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Check availability on Westchester Pet-Friendly Hotels

Our top choices for Westchester pet-friendly hotels

Bar (on property)

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, (1,000 reviews)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is Rp1.902.581
Rp2.130.511 total
includes taxes & fees
23 Feb - 24 Feb
Four Points by Sheraton Chicago Westchester/Oak Brook
Lobby

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, (1,284 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is Rp1.779.839
Rp2.089.354 total
includes taxes & fees
23 Feb - 24 Feb
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,088 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is Rp1.666.863
Rp1.956.731 total
includes taxes & fees
23 Feb - 24 Feb
Aloft Chicago Mag Mile
Lobby

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,002 reviews)
"Super clean rooms , nice down stairs , loved the bathroom "
United States
Kaiya
The price is Rp1.835.233
Rp2.154.380 total
includes taxes & fees
1 Mar - 2 Mar
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,979 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
United States
Jennifer
The price is Rp1.846.177
Rp2.669.811 total
includes taxes & fees
1 Mar - 2 Mar
Arlo Chicago
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,007 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is Rp2.197.228
Rp3.072.481 total
includes taxes & fees
4 Mar - 5 Mar
Staypineapple, An Iconic Hotel, The Loop
Interior

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,765 reviews)
"I enjoyed my stay"
United States
Emily
The price is Rp966.440
Rp1.431.806 total
includes taxes & fees
22 Feb - 23 Feb
Freehand Chicago
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Beautiful place"
Mallory 1-night trip
Posted 8 hours ago
Hilton Chicago

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 Navy Pier and United Center.