Title: Book The Best Hotels in Winnetka, IL for 2025 from CA $70 - Competitive Prices - Expedia.ca [Winnetka Travel Guide](https://expedia.ca/Winnetka.dx175751)[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) # Find hotels in Winnetka, IL from CA $70 ![](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 ## Go beyond your typical stay in Winnetka Spa [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=APART_HOTEL) Pool [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=POOL) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&travelerType=family_friendly) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=APARTMENT) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=HOT_TUB) Condo [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=CONDO) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=PETS) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=WATER_PARK) ## Check prices for these dates Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 4,498 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/e69bed89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Magnificent)](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/53a89031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eurostars Magnificent Mile Downtown Chicago 9.0/10 Wonderful (3078) "Excellent stay, close to everything and the staff was super nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kieata CA $167 CA $196 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/8e39b688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile Downtown Chicago 8.8/10 Excellent (2115) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melinda CA $144 CA $169 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Single Beds](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/6d4883c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e85c42c7.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) ### River Hotel Downtown Chicago 8.8/10 Excellent (4761) "Great area at a good price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $134 CA $158 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/ada94c01.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/27000000/27000000/26998800/26998765/50be090a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile Downtown Chicago 8.6/10 Excellent (2867) "Had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh CA $151 CA $177 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/55a8ba7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a9c979ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago 9.4/10 Exceptional (2229) "Rooms were clean with a great view of the lake and the city " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan CA $136 CA $207 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, City View | View from room](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/c06f4b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 20.00 per person)](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/8967eebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/1792d463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Chicago Downtown Downtown Chicago 9.4/10 Exceptional (4021) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sherry CA $159 CA $186 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/07c9ead9.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/1000000/20000/18600/18514/172457c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/d24507d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites Downtown Chicago 9.0/10 Wonderful (3197) "Overall it was a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $153 CA $180 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/f2c5642d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b812d0f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago Downtown Chicago 8.4/10 Very good (2269) "Staff was wonderful, property was clean and welcoming. Great amenities for families and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $158 CA $227 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c.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) ![Interior detail](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/cb4330d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/c14e1876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freehand Chicago Downtown Chicago 8.0/10 Very good (2534) "Very accessible location and amazing staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fatima CA $112 CA $156 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 1 King Bed, Lake View, Lakeside](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e932b9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, City View | Living area](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/cc919354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e43f096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Congress Plaza Hotel Downtown Chicago 8.0/10 Very good (9622) "Area is great and walkable distance to touring areas. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandro CA $131 CA $154 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/18c5ca41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/5e299c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile Downtown Chicago 8.4/10 Very good (4123) "This hotel had a great location to shopping and several enjoyable restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) laura CA $161 CA $189 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![American cuisine](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![American cuisine](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/fb80c7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/c46ad167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/871940a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Chicago West Loop by IHG Downtown Chicago 9.0/10 Wonderful (1635) "Staff was friendly upon check in and the premise was very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelan CA $142 CA $167 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f7f78ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/b6152ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f9eed5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/520a670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western River North Hotel Downtown Chicago 7.8/10 Good (1004) "Great stay" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Bart CA $141 CA $166 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Best-Western-River-North-Hotel.h17227.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/2f70f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/c0ded825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago Downtown Chicago 9.4/10 Exceptional (2681) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larry William CA $150 CA $215 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/cbeee5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/2b6118c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/0c9aebe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/68145d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FOUND Hotel Chicago River North Downtown Chicago 8.2/10 Very good (293) "Perfect location! Tons of restaurants and shopping nearby! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MaryJane CA $106 CA $125 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/05f95ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/b0f5bd1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/c5cac7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silversmith Hotel Chicago Downtown Downtown Chicago 9.4/10 Exceptional (2026) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl CA $148 CA $216 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/6b27f192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/5496cb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free cribs/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/64c4029a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/dd081548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Chicago Downtown - Riverwalk by IHG Downtown Chicago 8.8/10 Excellent (3284) "Great location, staff very attentive. Hotel was clean and close to riverwalk and downtown " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rocio CA $181 CA $213 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/af0ef9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/d36b65bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/w3576h2561x0y0-5f9110d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/c12c78f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric The Loop Chicago Downtown Chicago 9.0/10 Wonderful (2223) "Beautiful hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abigail CA $172 CA $202 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/b573f792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/d5770f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/b4d2cc05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/891da469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Chicago Downtown Downtown Chicago 8.6/10 Excellent (2586) "Very nice for price and location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $137 CA $185 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Downtown.h2506471.Hotel-Information) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/a23482f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/c8177aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fd235ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitehall Hotel, BW Premier Collection Downtown Chicago 8.2/10 Very good (3662) "Excellent location, old style hotel with an independent feel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $119 CA $139 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.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=2025-11-12&endDate=2025-11-13®ionId=175751&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Hotels.d175751.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Hotels.d175751.Travel-Guide-Hotels) ## Learn more about Winnetka Elegant North Shore homes line the streets near Lake Michigan beaches where locals picnic during summer festivals. Explore the historic Crow Island School's architecture or catch a show at the Winnetka Community House theatre. [See all hotels in Winnetka](https://www.expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13&adults=2®ionId=175751) ![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=899&h=599&p=1&q=high) ### Stay near popular Winnetka attractions [](https://expedia.ca/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels) ![Wrigley Field featuring central business district, a city and a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field 4.5/5(158 reviews) Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6034754) [](https://expedia.ca/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels) ![Magnificent Mile - River North which includes signage, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue 4.5/5(19 reviews) You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6156167) [](https://expedia.ca/Navy-Pier-Hotels.0-l6069215-0.Travel-Guide-Filter-Hotels) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier 4.5/5(459 reviews) A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6069215) [](https://expedia.ca/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels) ![McCormick Place](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/248000/248117-Mccormick-Place.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### McCormick Place 4.5/5(141 reviews) Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6069191) [](https://expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) ![Millennium Park featuring autumn colours, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26436-Millennium-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Millennium Park 4.5/5(722 reviews) A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6069201) [](https://expedia.ca/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels) ![Soldier Field which includes a high-rise building, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35616-Soldier-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Soldier Field 4.5/5(114 reviews) Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6058043) ## More cheap stays in Winnetka ![Motel 6 Schiller Park, IL - Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/990000/983700/983642/4802495f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Schiller Park, IL - Chicago O'Hare 9408 Lawrence Avenue, I-90 at Kennedy Expwy, Exit 79-A S., Schiller Park, IL CA $75 CA $86 total Nov 12 - Nov 13 includes taxes & fees 6.4/10 (1,808 reviews) [](https://expedia.ca/Chicago-Hotels-Motel-6-Schiller-Park.h983642.Hotel-Information) ![Comfort Inn Chicago Schaumburg - O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/6800/6715/54bc53f8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Chicago Schaumburg - O'Hare Airport 1300 E Higgins Rd, Schaumburg, IL CA $105 CA $121 total Nov 27 - Nov 28 includes taxes & fees 7/10 Good! (966 reviews) [](https://expedia.ca/Chicago-Hotels-Comfort-Inn.h6715.Hotel-Information) ![Travelodge by Wyndham Downtown Chicago](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/b675990c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Travelodge by Wyndham Downtown Chicago 65 E Harrison St, Chicago, IL CA $111 CA $131 total Nov 25 - Nov 26 includes taxes & fees 7.2/10 Good! (2,430 reviews) [](https://expedia.ca/Chicago-Hotels-Travelodge-By-Wyndham-Downtown-Chicago.h196959.Hotel-Information) ![Motel 6 Prospect Heights, IL](https://images.trvl-media.com/lodging/1000000/10000/5600/5571/ca7bd637_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Prospect Heights, IL 540 N Milwaukee Ave, Prospect Heights, IL CA $63 CA $70 total Nov 9 - Nov 10 includes taxes & fees 8/10 Very Good! (1,477 reviews) [](https://expedia.ca/Chicago-Hotels-Motel-6-Prospect-Heights.h5571.Hotel-Information) ![Sonesta Simply Suites Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/c5f12fbd_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sonesta Simply Suites Chicago O'Hare Airport 4021 North Mannheim Rd, Schiller Park, IL CA $107 CA $122 total Nov 27 - Nov 28 includes taxes & fees 8.2/10 Very Good! (2,033 reviews) [](https://expedia.ca/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.Hotel-Information) ![Motel 6 Elk Grove Village, IL - O'Hare](https://images.trvl-media.com/lodging/1000000/20000/15200/15126/d0d803a3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Elk Grove Village, IL - O'Hare 2881 Touhy Ave, Elk Grove Village, IL CA $73 CA $82 total Nov 16 - Nov 17 includes taxes & fees 7.8/10 Good! (1,663 reviews) [](https://expedia.ca/Chicago-Hotels-Motel-6-Elk-Grove-Village.h15126.Hotel-Information) ## Hotels in Winnetka with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_w.jpg) 5 Star Hotels 10 properties [](https://expedia.ca/5Star-Winnetka-Hotels.s50-0-d175751.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_w.jpg) 4 Star Hotels 149 properties [](https://expedia.ca/4Star-Winnetka-Hotels.s40-0-d175751.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_w.jpg) 3 Star Hotels 260 properties [](https://expedia.ca/3Star-Winnetka-Hotels.s30-0-d175751.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/1000000/990000/983700/983642/4802495f_w.jpg) 2 Star Hotels 369 properties [](https://expedia.ca/2Star-Winnetka-Hotels.s20-0-d175751.Travel-Guide-Filter-Hotels) ## Find out more about Winnetka ### Top reasons to visit Winnetka - **Stunning Beaches:** Winnetka boasts beautiful beaches perfect for relaxation and family outings. - **Outdoor Activities:** The town offers numerous parks and recreational areas for hiking, picnicking, and enjoying nature. - **Family-Friendly Atmosphere:** Winnetka is known for its welcoming community, making it an ideal destination for families. - **Scenic Views:** Enjoy picturesque scenery and charming neighbourhoods, perfect for leisurely strolls. - **Diverse Accommodations:** A range of hotels and guesthouses cater to various needs, ensuring a comfortable stay. ### Find great hotels near Winnetka Discover the charm of Winnetka, Illinois, where a variety of accommodations await you. Whether you're seeking a business-friendly hotel, a pet-friendly guesthouse, or a welcoming inn for the LGBTQIA community, you'll find excellent options tailored to your needs. With a mix of comfort and convenience, Winnetka's best hotels provide the perfect base for your vacation adventures. - **[Holiday Inn Chicago North-Evanston by IHG:](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-North-Evanston.h5356.Hotel-Information)** This 3-star hotel offers a welcoming environment for travellers seeking a business-oriented experience with an LGBTQIA-friendly atmosphere. Located 8.0km away from Winnetka, it is ideal for those attending conferences or requiring business amenities. Features include a fully accessible Business Centre, multiple meeting rooms, and dedicated Conference Space. Guests appreciate the modern decor and professional staff, making it a perfect choice for work and leisure combined. - **[DoubleTree by Hilton Chicago - North Shore Conference Center:](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-North-Shore-Conference-Center.h15560.Hotel-Information)** With a 4-star rating, this hotel is located 6.4km from Winnetka and caters to families and pet owners. Known for its warm hospitality, highlighted by the signature DoubleTree cookie upon arrival, this hotel boasts a range of family-friendly amenities, including complimentary cribs. Being situated in a bustling shopping district adds convenience for those looking to explore local retailers. Pets are also welcome, with specific policies in place to ensure a comfortable stay for all guests. - **Motel 6 Prospect Heights, IL:** This pet-friendly motel, located 12.9km from Winnetka, offers a budget-conscious option for travellers. Known for its straightforward accommodations, Motel 6 is perfect for those with furry companions, as pets are permitted at no extra cost. Guests appreciate the clean, no-frills rooms and the welcoming policy for service animals. Ideal for a quick stay or a longer visit, this motel provides the essentials for a comfortable and convenient experience. ### Where to stay in Winnetka Winnetka, Illinois, offers a delightful blend of outdoor activities and picturesque scenery, perfect for family vacations. With its convenient location near the Wisconsin border, visitors can explore charming neighbourhoods and cities that embody a family-friendly atmosphere. Enjoy the fresh air and stunning city views while discovering romantic spots and friendly local vibes. Whether you're seeking relaxation or adventure, Winnetka and its surroundings promise an unforgettable experience. - **[Chicago:](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)** As a bustling metropolis, Chicago offers an array of experiences that cater to every type of traveller. Located a short distance from Winnetka, this vibrant city is renowned for its family-friendly activities, outdoor adventures, and rich urban culture. Peak visitor seasons from June to August bring crowds eager to explore the city's renowned shopping districts, entertainment arenas, and educational venues. Notable landmarks include iconic stadiums and a lively tourist precinct, making Chicago a must-visit for those looking to immerse themselves in a dynamic urban atmosphere. - **[Northfield:](https://www.expedia.ca/Northfield-Hotels.d6132153.Travel-Guide-Hotels)** Just a stone's throw from Winnetka, Northfield is a charming village that attracts families and outdoor enthusiasts alike. With a steady flow of visitors peaking in April and during the summer months, this community offers a delightful blend of recreational areas and cultural experiences. Visitors can explore shopping areas and enjoy live music concerts, all while soaking up the village's welcoming atmosphere. Local highlights include sports facilities and urban parks, perfect for those seeking a leisurely day out in nature. - **[Kenilworth:](https://www.expedia.ca/Kenilworth-Hotels.d6132139.Travel-Guide-Hotels)** Located merely 3.2km from Winnetka, Kenilworth is a picturesque city that captivates with its stunning scenery and family-friendly environment. The visitor experience peaks in March, May, and July, attracting those looking for outdoor activities and educational experiences. Kenilworth boasts beautiful beaches, including family-friendly options, alongside access to a national state park. This serene community is ideal for those wishing to relax while enjoying nature's beauty, making it a perfect addition to your travel itinerary. ### Things to do near Winnetka Winnetka, Illinois, is an excellent destination for outdoor enthusiasts and families alike, offering picturesque scenery and a variety of activities. Visitors can enjoy educational experiences, explore recreational areas, and attend lively music concerts, making it a well-rounded vacation spot for those seeking relaxation and entertainment in a charming setting. **Shopping** [Schaefer's Wines and Liquors](https://www.expedia.ca/Schaefers-Wines-And-Liquors-Hotels.0-l553248621532658665-0.Travel-Guide-Filter-Hotels), just 4.8km away, offers a great selection for gifts. If you're up for a drive, check out the [Fashion Outlets of Chicago](https://www.expedia.ca/Fashion-Outlets-Of-Chicago-Hotels.0-l553248621561882885-0.Travel-Guide-Filter-Hotels), 17.7km away, for a variety of shops and entertainment options, or visit [Wolff's Flea Market](https://www.expedia.ca/Wolffs-Flea-Market-Hotels.0-l553248621532658648-0.Travel-Guide-Filter-Hotels), also 17.7km away, for unique finds. **Recreation** Experience the [Ravinia Pavilion](https://www.expedia.ca/Ravinia-Pavilion-Hotels.0-l553248621558034247-0.Travel-Guide-Filter-Hotels) for outdoor concerts that uplift your spirit, located 6.4km from Winnetka. For sports enthusiasts, [Ryan Field](https://www.expedia.ca/Ryan-Field-Hotels.0-l6064065-0.Travel-Guide-Filter-Hotels) offers exciting games, also 6.4km away. If you're seeking relaxation, visit the [Northbrook Sports Complex](https://www.expedia.ca/Northbrook-Sports-Complex-Hotels.0-l6186877-0.Travel-Guide-Filter-Hotels), 9.7km away, for wellness and rejuvenation activities. **Adventure** Experience the thrills of [Rainbow Falls Waterpark](https://www.expedia.ca/Rainbow-Falls-Waterpark-Hotels.0-l6247247-0.Travel-Guide-Filter-Hotels), located 24.1km from Winnetka, where you can enjoy exhilarating water slides and family-friendly attractions. For a scenic outdoor adventure, hike the [Salt Creek Trail](https://www.expedia.ca/Salt-Creek-Trail-Hotels.0-l553248621532658620-0.Travel-Guide-Filter-Hotels), 32.2km away, surrounded by stunning landscapes and vibrant nature. **Nightlife** Experience the vibrant nightlife in Winnetka by visiting the [North Shore Center for the Performing Arts](https://www.expedia.ca/North-Shore-Center-For-The-Performing-Arts-Hotels.0-l6152652-0.Travel-Guide-Filter-Hotels) for captivating shows. For an exciting adventure, head to [Kiddie Kingdom](https://www.expedia.ca/Kiddie-Kingdom-Hotels.0-l553248621532658654-0.Travel-Guide-Filter-Hotels) arcadeAdventureZone, or catch a romantic performance at the [Rosemont Theatre](https://www.expedia.ca/Rosemont-Theatre-Hotels.0-l6064061-0.Travel-Guide-Filter-Hotels), all within a short drive from the town. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Booking tips and Expedia advantages for Winnetka To save money during your visit to Winnetka, consider travelling between December and February, when accommodation prices are lower, particularly on Wednesdays. Avoid Saturdays for the best rates. Use Expedia to compare hotel prices, filter for Eco-certified options, and book packages that bundle flights and activities for additional savings. Take advantage of free local attractions and explore the area on foot, as Winnetka's charming streets are pedestrian-friendly. Public transport options are also available for economical travel around the town. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Winnetka are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Winnetka is Wednesday. The most expensive day to stay in Winnetka is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of hotel you’re looking for. For instance, selecting the Eco-certified filter will showcase hotels that are sustainable and environmentally friendly, readily available for your stay. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Winnetka with your flights and activities through an Expedia package. ### Find the best attractions near Winnetka Winnetka, Illinois, offers a delightful vacation experience for families and outdoor enthusiasts alike. With its beautiful beaches, urban parks, and nearby modern colleges, there’s something for everyone. Whether you're seeking cultural experiences or simply a relaxing day by the water, Winnetka’s attractions promise to create lasting memories for all visitors. Enjoy the scenic views and family-friendly activities that make this charming town a perfect getaway. - **[Northwestern University:](https://www.expedia.ca/Northwestern-University-Hotels.0-l6034942-0.Travel-Guide-Filter-Hotels)** Located 8.0km from Winnetka, Northwestern University boasts a vibrant campus atmosphere. Experience the blend of modern architecture and historic buildings, along with a lively student community that adds to the city's energy. - **[Donald E. Stephens Convention Center:](https://www.expedia.ca/Donald-E-Stephens-Convention-Center-Hotels.0-l6034944-0.Travel-Guide-Filter-Hotels)** Situated 17.7km away, this event venue is perfect for business travellers. Its expansive facilities host various events, offering a professional environment ideal for networking and collaboration. - **[Chicago Botanic Garden:](https://www.expedia.ca/Chicago-Botanic-Garden-Hotels.0-l6064029-0.Travel-Guide-Filter-Hotels)** Just 6.4km from Winnetka, this stunning botanical garden invites you to wander through beautifully landscaped gardens. Perfect for families and couples, it provides a serene escape with romantic spots and family-friendly activities. ### Best time to go to Winnetka The best time to visit Winnetka can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winnetka falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winnetka falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 24.8°F (-4.0°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | February | 26.2°F (-3.2°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 37.0°F (2.8°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 46.0°F (7.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 57.0°F (13.9°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.5°F (19.7°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Average | Average | | September | 66.7°F (19.3°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 54.3°F (12.4°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 41.5°F (5.3°C) | Light Rain | Mostly Sunny | Average | Average | | December | 32.2°F (0.1°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Winnetka Winnetka, Illinois, is conveniently accessible via several major airports. Chicago O'Hare International Airport ([ORD](https://www.expedia.ca/OHare-Intl-Airport-Hotels.0-aORD-0.Travel-Guide-Filter-Hotels)) is located 20.9km away, with nearby hotels like the 4.5-star [Loews Chicago O'Hare Hotel](https://www.expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) and [Hyatt Regency O'Hare Chicago](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information), both just 3.2km from the airport. Milwaukee's General Mitchell International Airport ([MKE](https://www.expedia.ca/General-Mitchell-Intl-Airport-Hotels.0-aMKE-0.Travel-Guide-Filter-Hotels)) is 95.0km away, offering options such as the 4.5-star Pfister Hotel. Lastly, Chicago Midway International Airport ([MDW](https://www.expedia.ca/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels)) is 23.2km from Winnetka, featuring luxurious hotels like the 5-star Trump International Hotel & Tower. Each of these airports provides various transportation services to ensure a smooth journey to your destination. ## Recent reviews of Winnetka hotels ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 5/5 Excellent "i have been visiting chicago frequently over the last few months and this hotel thus far has exceeded any hotel stay that ive had. the staff was amazing and the location and room was great for the money spent. i will return " A verified traveller stayed at Hilton Chicago/Magnificent Mile Suites Posted 1 day ago [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 5/5 Excellent "Closer parking or vale" A verified traveller from Neenah stayed at citizenM Chicago Downtown Posted 2 days ago [](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 5/5 Excellent "Staff was very nice and the hotel is near everything " A verified traveller stayed at The Whitehall Hotel, BW Premier Collection Posted 2 days ago [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](//images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 5/5 Excellent "Floor-to- ceiling windows providing beautiful views of the Lake and City skyline (and windowseat) were very nice. Location was nice. Room was quiet. Bed was very comfortable. Staff was courteous and helpful." A verified traveller stayed at Sable at Navy Pier Chicago, Curio Collection by Hilton Posted 2 days ago [](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Warwick Allerton - Chicago](//images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 5/5 Excellent "Computers need updates. Staff great." A verified traveller from Bethesda stayed at Warwick Allerton - Chicago Posted 2 days ago [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 5/5 Excellent "Great" A verified traveller stayed at Congress Plaza Hotel Posted 2 days ago [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![The Royal Sonesta Chicago Downtown](//images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 5/5 Excellent "The only negative experience was seeing the Disgraceful Trump Tower across the street. " A verified traveller stayed at The Royal Sonesta Chicago Downtown Posted 2 days ago [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hotel Riu Plaza Chicago](//images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 5/5 Excellent "Breakfast was great, staff is always amazing. Only place I like staying in Chicago!" A verified traveller stayed at Hotel Riu Plaza Chicago Posted 2 days ago [](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Pendry Chicago](//images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg) ### Pendry Chicago 5/5 Excellent "We loved the Pendry!" A verified traveller stayed at Pendry Chicago Posted 2 days ago [](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Winnetka? > The most popular time to visit Winnetka is during the summer months, particularly July. This is when the weather is at its finest, with average temperatures around 26°C, providing the superb backdrop for outdoor adventures and leisurely strolls along the lakefront. > > > > During the peak season, from June to August, Winnetka buzzes with tourist activity. The pleasant climate encourages visitors to explore the charming downtown area, enjoy local parks, and partake in various outdoor events. The vibrant atmosphere during this time is ideal for families and couples alike, as there are plenty of activities and festivals to enjoy. > > > > For those who appreciate the beauty of nature, the summer months are particularly enchanting. You can soak up the sun on one of the pristine beaches, embark on a scenic bike ride along the lake, or simply relax in one of the many inviting parks. The long days provide ample opportunity to experience everything that Winnetka has to offer, from its striking architecture to its delightful dining options. > > > > If you're looking for a more budget-friendly option, consider visiting in September. This month still offers lovely weather, with temperatures averaging around 22°C, but with fewer crowds. You can enjoy the tail-end of summer festivities and take advantage of more affordable accommodation rates, making it a great time for those who value quality experiences without the peak-season prices. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winnetka hotel for you. ### How can I save on a Winnetka hotel booking with Expedia? > Members always get our best prices. Find our best Winnetka hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Winnetka hotel? > Prices for hotels in Winnetka often vary, but you can find a great deal from CA $70 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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