A calm lake with ducks, autumn trees, and a grassy park area.

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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, (1,010 reviews)
"Clean room and good location would definitely stay here again"
United States
Jonas
The price is Rp1.971.310
Rp2.207.472 total
includes taxes & fees
6 Aug - 7 Aug
Four Points by Sheraton Chicago Westchester/Oak Brook
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,201 reviews)
"Great location."
United States
Clifton
The price is Rp2.071.668
Rp3.315.206 total
includes taxes & fees
10 Aug - 11 Aug
Freehand Chicago
Free daily buffet breakfast

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
2.5 star property
Schiller Park
9.2 out of 10, Wonderful, (2,351 reviews)
"Very nice stay"
United States
Eric
The price is Rp2.580.624
Rp2.967.201 total
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Chicago-O'Hare International Airport
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, (1,789 reviews)
"Great location, clean, and a super breakfast!"
United States
Tina
The price is Rp3.116.462
Rp3.705.346 total
includes taxes & fees
3 Aug - 4 Aug
The Chicago Hotel Collection Ambassador Gold Coast
Exterior

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, (1,463 reviews)
"Just really like this stay and location is fantastic!"
United States
Timothy
The price is Rp2.630.444
Rp3.653.315 total
includes taxes & fees
12 Aug - 13 Aug
Claridge House Chicago, Tapestry Collection by Hilton
Presidential Suite, 1 Bedroom, Non Smoking | Premium bedding, in-room safe, desk, blackout curtains

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,564 reviews)
"Great stay"
United States
Matt
The price is Rp2.795.676
Rp3.856.570 total
includes taxes & fees
26 Jul - 27 Jul
Hotel 55 Chicago Downtown
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,086 reviews)
"helpful staff, great location, comfortable rooms and great views"
United States
Jordan Leigh
The price is Rp3.213.773
Rp3.820.854 total
includes taxes & fees
18 Aug - 19 Aug
Hilton Garden Inn Chicago Downtown South Loop
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,402 reviews)
"Great stay"
United States
Julie Ann
The price is Rp3.370.940
Rp4.007.711 total
includes taxes & fees
17 Aug - 18 Aug
L7 Chicago by LOTTE
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, (1,779 reviews)
"Nice and comfortable place to stay"
Australia
Precious
The price is Rp2.691.528
Rp3.199.959 total
includes taxes & fees
16 Aug - 17 Aug
The Chicago Hotel Collection - Magnificent Mile
City view from property

Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,306 reviews)
"Very nice hotel"
United States
Hadi
The price is Rp3.637.963
Rp4.325.175 total
includes taxes & fees
26 Jul - 27 Jul
Hyatt House Chicago/West Loop-Fulton Market
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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Overall, I thought the hotel was excellent, and the staff was very attentive. One thing I would have liked to see was a bar that is open all day because the hotel is close to O’Hare Airport and it’s very busy. And also host, conventions and conferences and people are always looking for an open bar."
Stephen 1-night trip
Posted 1 hour ago
Hyatt Regency O'Hare 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 United Center and Wrigley Field. When you're in the area, make time for a stop at top attractions, such as Michigan Avenue and McCormick Place.