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

Westchester Hotel Guide - Pet Friendly Hotels in Westchester, Chicago

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Check availability on Westchester Pet Friendly Hotels

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Westchester pet-friendly hotels

1. Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
Westchester
United States
Kyle
€105
includes taxes & fees
2 Sept - 3 Sept
Four Points by Sheraton Chicago Westchester/Oak Brook

2. 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
United States
Carl M.
€406
includes taxes & fees
24 Aug - 25 Aug
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

3. Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway

Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway
Westchester
United States
Jenny W.
€710
includes taxes & fees
23 Aug - 24 Aug
Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway

4. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
Beth
€171
includes taxes & fees
7 Sept - 8 Sept
Staypineapple, An Iconic Hotel, The Loop

5. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
Canada
Steve
€327
includes taxes & fees
3 Sept - 4 Sept
Thompson Chicago, by Hyatt

6. Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
Downtown Chicago
United States
Theresa
€164
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Chicago Central Loop

7. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
Brandon
€225
includes taxes & fees
1 Sept - 2 Sept
The Royal Sonesta Chicago Downtown

8. Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
Downtown Chicago
United States
Ronald
€173
includes taxes & fees
7 Sept - 8 Sept
Aloft by Marriott Chicago Downtown River North

9. Arlo Chicago

Arlo Chicago
Downtown Chicago
United States
Ebony
€186
includes taxes & fees
7 Sept - 8 Sept
Arlo Chicago

10. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
United States
Christie
€141
includes taxes & fees
7 Sept - 8 Sept
Claridge House Chicago, Tapestry Collection by Hilton
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Top Westchester Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Nice"
Karisma 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"It was our first time in Chicago and this hotel is at the best location. Walking distance to so many places and restaurants. The room was very spacious and clean. I would definitely stay here again"
Bobby 2-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"The Intercontinental is a fabulous hotel in a fabulous location in a fabulous city. Thank you Intercontinental and Thank you Chicago"
Jonathan 2-night trip
Posted 10 hours ago
InterContinental Chicago Magnificent Mile by IHG

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 McCormick Place and Soldier Field.