Title: Book the Best PET FRIENDLY Hotels in Winnetka, IL from CA $135 - Winnetka Dog-Friendly Hotels | Expedia.ca [Winnetka Travel Guide](https://expedia.ca/Winnetka.dx175751)[Hotels in Winnetka](https://expedia.ca/Winnetka-Hotels.d175751.Travel-Guide-Hotels)[Vacation Rentals in Winnetka](https://expedia.ca/Winnetka-Vacation-Rentals.d175751.Travel-Guide-VacationRentals)[Flights to Winnetka](https://expedia.ca/Cheap-Flights-To-Winnetka.d175751.Travel-Guide-Flights)[Winnetka Car Rentals](https://expedia.ca/Car-Rentals-In-Winnetka.d175751.Car-Rental-Guide)[Winnetka Vacation Packages](https://expedia.ca/Winnetka.d175751.Destination-Travel-Guides) ![Stinson Memorial Library Anna Illinois Listed on the National Register Funded by Anna businessman Robert Burns Stinson, designed by Walter Burley Griffin who studied under Frank Lloyd Wright.](https://images.trvl-media.com/place/175751/2aaae0bc-b749-4753-83b9-fc353faec42a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175751/2aaae0bc-b749-4753-83b9-fc353faec42a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winnetka Pet-friendly Hotels Tonight [Mar 16 - Mar 17](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-03-16&endDate=2026-03-17&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 17 - Mar 18](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-03-17&endDate=2026-03-18&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winnetka pet-friendly hotels ![Interior](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/32b602ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/5132819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/2aaf07f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Penthouse, 2 Bedrooms, 2 Bathrooms, City View | Living room](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/eb41e741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freehand Chicago [](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) Downtown Chicago 8.0/10 Very good (2,804 reviews) "Great location, clean and decent sized room, staff was helpful and amenities are very convenient!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MaryJane CA $94 CA $135 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a419e8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/58afb443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/833194a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,927 reviews) "Great hotel great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $142 CA $167 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Room service - dining](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/eea57c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/da99f4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very good (1,724 reviews) "Loved this hotel, i will be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shari CA $177 CA $208 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e50ef89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/dfb99e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e7ca688f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Hotel [](https://www.expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) Downtown Chicago 8.8/10 Excellent (5,042 reviews) "very beautiful hotel and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ciandra CA $130 CA $152 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/bebf91fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/aa950453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/fbf72db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swissotel - Chicago [](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,230 reviews) "Helpful staff, great location with views, restaurant and bar on-site" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie CA $167 CA $244 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bb12c333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bf403e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/325d0c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/2281badb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L7 Chicago by LOTTE [](https://www.expedia.ca/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) Downtown Chicago 9.6/10 Exceptional (3,778 reviews) "Amazing hotel-- Loved staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen CA $210 CA $247 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Downtown Chicago 8.6/10 Excellent (3,147 reviews) "Clean rooms friendly staff, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roxana CA $148 CA $174 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/54e0cfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/d35b9e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chicago Hotel Collection Ambassador Gold Coast [](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) Downtown Chicago 8.2/10 Very good (1,314 reviews) "Great hotel with great location. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila CA $165 CA $194 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/62385a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/dc5ac11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/af0ef9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric The Loop Chicago [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (2,406 reviews) "Great hotel! Would definitely recommend. Perfect location to downtown Chicago. Clean rooms and great staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elin Amelie Isabelle CA $192 CA $255 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/22315c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/44ec70e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/w3996h2667x0y0-d549ad4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/76aa2367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blackstone, Autograph Collection [](https://www.expedia.ca/Chicago-Hotels-The-Blackstone.h22295.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,006 reviews) "Room was very clean & staff was friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tackia CA $192 CA $265 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Chicago-Hotels-The-Blackstone.h22295.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31®ionId=175751&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Winnetka Hotel Reviews ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b_y.jpg) ### Swissotel - Chicago 10/10 Excellent "Everyone we spoke to was super nice and helpful. The hotel was busy at check in but staff moved very quickly. Room was clean and had a pretty good view of the city." [](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fa2dd97c_y.jpg) ### The Royal Sonesta Chicago Downtown 8/10 Good "The staff in the restaurant on Friday night did not look anyone in the eye and actually avoided eye contact. It was not extremely busy especially for the weekend that was ahead, but the service was extremly slow, not good nor was the bar staff friendly in that area. " [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Wonder place to stay. Staff was amazing. Room was spotless!! On site restaurant was great. Within walking distance of events. " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![L7 Chicago by LOTTE](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bb12c333_y.jpg) ### L7 Chicago by LOTTE 10/10 Excellent "Great central location. Highly recommend corner room overlooking river. Comfortable beds, lots of space." [](https://expedia.ca/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg) ### Eurostars Magnificent Mile 6/10 Okay "Room was extremely small and talked to front desk and they were extremely nice and upgraded the room. The room gets extremely humid which is a problem if you want to do your hair because it turns into a frizzy mess. Hallways smelled like weed the first night. I wouldn’t recommend this hotel at all for the price I paid. The valet guy was amazing and extremely helpful. " [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![The Chicago Hotel Collection Ambassador Gold Coast](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475_y.jpg) ### The Chicago Hotel Collection Ambassador Gold Coast 10/10 Excellent "Very beautiful place to stay" [](https://expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg) ### The Wade 10/10 Excellent "Thanks" [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 4/10 Poor "Front desk staff seemed to speak to me as if I was inconveniencing their day when you work a front desk and your people coming in from out of the area, it’s important to offer a warm and welcoming tone. I did not experience that with said staff had a massive issue with parking that led to me having to call the front desk 16 times after being hung up on while I was stuck in the parking garage at the gate trying to get into valet Had another problem, getting extra pillows and blankets. They seemed annoyed each time I reminded them I still had not yet received them. The hotel itself is in a decent location. I just think that the staff is extremely unprofessional " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd_y.jpg) ### Palmer House a Hilton Hotel 4/10 Poor "Ceiling of bathroom was peeling and the hair rinse was out of battle dispenser. I was expecting coffee or hot water dispenser in room but no and there’s no complimentary water either." [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ## Frequently asked questions ### How much does a pet-friendly hotel in Winnetka cost? ### Which area of Winnetka is best to stay in for pet-friendly hotels? > This central area is the heart of Winnetka, offering easy access to local amenities and green spaces. You'll find a selection of shops, local eateries, and services close by. The streets here are generally tree-lined and pleasant for walks. > > > Pet owners will find this location particularly convenient. It's close to several parks and open spaces ideal for dog walking, such as the Winnetka Park District's various small green areas. The proximity to nature trails and the village's pedestrian-friendly layout make it simple to take your pet out. ### How do I ensure I have booked a pet-friendly room in Winnetka? ### What pet-friendly activities should we do in Winnetka? > For a relaxing outing with your dog, head to the Winnetka Dog Park, located at 1300 Willow Road. This dedicated off-leash area provides plenty of space for dogs to run and play freely. It's a great spot for your pet to socialise and for you to enjoy the fresh air. > > > Another fantastic option is the Green Bay Trail, which stretches through Winnetka. This paved path is great for leashed dog walks, offering a pleasant route through natural areas and alongside residential streets. You can access it from various points throughout the village, such as near the Winnetka Metra station. ### What amenities should I look for in a pet-friendly hotel in Winnetka? ### How can I save on a pet-friendly hotel in Winnetka with Expedia? ### Do any Winnetka hotels have restrictions on pet sizes or breeds? ### Is it cheaper to book flights and a pet-friendly hotel in Winnetka as a package? ### Can I cancel my pet-friendly hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Gross Point ](https://www.expedia.ca/5Star-Gross-Point-Chicago-Hotels.s50-n6132100-0.Travel-Guide-Filter-Hotels) - [Hotels near Baha'i House of Worship ](https://www.expedia.ca/Bahai-House-Of-Worship-Hotels.0-l6152644-0.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Chicago ](https://www.expedia.ca/Chicago-Hotels-Couples-Resorts-Hotels.0-0-d178248-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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