Find pet-friendly hotels in Winnetka, IL from $77

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Check availability on Winnetka Pet-friendly Hotels

Our top choices for Winnetka pet-friendly hotels

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2638)
"The room was spotless and the staff where great!"
United States
Maria
$65 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
Freehand Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2951)
"Great location and great staff!!"
United States
lynne
$81 nightly
The price is $95
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aloft Chicago Mag Mile

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, (1478)
"I really liked this location - we will stay here again. "
United States
Lynnsey
$94 nightly
The price is $110
Dec 21 - Dec 22
Total with taxes and fees
Claridge House Chicago, Tapestry Collection by Hilton

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4850)
"Great location, comfortable room, and nice staff."
United States
Claudia
$88 nightly
The price is $103
Dec 21 - Dec 22
Total with taxes and fees
River Hotel

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, (1754)
"Clean and staff was courteous. "
United States
HANNAH
$71 nightly
The price is $84
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3791)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
$83 nightly
The price is $97
Dec 22 - Dec 23
Total with taxes and fees
The Whitehall Hotel, BW Premier Collection

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1156)
"Clean room, friendly staff, perfect location"
United States
Matt
$105 nightly
The price is $123
Dec 21 - Dec 22
Total with taxes and fees
Aloft Chicago Downtown River North

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1783)
"Great stay in a great area."
United States
Giselle
$78 nightly
The price is $91
Dec 14 - Dec 15
Total with taxes and fees
Hotel Saint Clair- Magnificent Mile

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1005)
"Great hotel location and friendly staff! "
United States
Kathleen
$123 nightly
The price is $145
Jan 2 - Jan 3, 2026
Total with taxes and fees
Staypineapple, An Iconic Hotel, The Loop

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3302)
"Great location!"
Mexico
Jose
$87 nightly
The price is $102
Dec 21 - Dec 22
Total with taxes and fees
Club Quarters Hotel, Central Loop, 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.

Find out more about Winnetka

Discover top Winnetka attractions with your pet

Winnetka, Illinois, is a charming village that welcomes both you and your furry friend with open arms. Start your adventure at the scenic Winnetka Beach, where you can enjoy a leisurely stroll along the shoreline with your dog, soaking in the beautiful views of Lake Michigan. For a dose of nature, the nearby Skokie Lagoons offers picturesque trails perfect for hiking and exploring, with plenty of grassy areas for your pet to roam. If you're looking for a fun and safe spot to let your pup play off-leash, check out the Winnetka Dog Park, which features separate areas for large and small dogs, ensuring a great playdate for all. And after a day of exploration, unwind at one of the pet-friendly hotels in the vibrant downtown area, where boutique shops and cafes are just a short walk away. Here, your family can enjoy a cozy stay while your pet enjoys the welcoming atmosphere, making your trip both convenient and enjoyable.

Top Winnetka Hotel Reviews

Frequently asked questions

What's the best time of year to travel to Winnetka with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.
What is there to see and do with your pet in Winnetka?
Known for its sports and natural beauty, Winnetka has lots to offer visitors. See the local sights and visit top attractions like Lake Michigan. While you're there, make sure you don't miss Chocolate Box and Maple Street Beach.

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