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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 room has clean & quiet. Nothing special. Did not try the breakfast. Decent stay. Nothing special. "
United States
GARY
The price is S$157
includes taxes & fees
7 Jun - 8 Jun
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, (2,989 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is S$157
includes taxes & fees
25 May - 26 May
Freehand Chicago
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, (1,434 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is S$248
includes taxes & fees
27 May - 28 May
The Chicago Hotel Collection Ambassador Gold Coast
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,446 reviews)
"My favorite place to stay!"
United States
Teresa
The price is S$301
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,226 reviews)
"Nice place to stay"
United States
Jimmie
The price is S$225
includes taxes & fees
27 May - 28 May
Aloft Chicago Mag Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,409 reviews)
"great place "
United States
Jasar
The price is S$184
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection - Magnificent Mile
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, (1,062 reviews)
"I love this neighborhood , great for shopping and walking. The hotel was super cool with original architecture. "
United States
Susanne
The price is S$248
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop
Exterior

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was clean great location"
United States
Eric
The price is S$210
includes taxes & fees
25 May - 26 May
Hampton Inn Majestic Chicago Theatre District
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

8/10 Good
"Great staff and location. "
Robert 3-night trip
Posted 2 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 McCormick Place. When you're in the area, make time for a stop at top attractions, such as Navy Pier and United Center.

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