Title: Flexible Booking Choices: Hotels in Winnetka, IL - Expedia.co.uk [Winnetka Travel Guide](https://expedia.co.uk/Winnetka.dx175751)[Holiday Rentals in Winnetka](https://expedia.co.uk/Winnetka-Holiday-Rentals.d175751.Travel-Guide-HolidayRentals)[Flights to Winnetka](https://expedia.co.uk/Cheap-Flights-To-Winnetka.d175751.Travel-Guide-Flights)[Winnetka Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winnetka.d175751.Car-Hire-Guide)[Winnetka Holidays](https://expedia.co.uk/Winnetka.d175751.Holidays-City-Breaks) ![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 £38 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](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.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&lodging=APART_HOTEL) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=POOL) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=HOT_TUB) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&travelerType=family_friendly) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=PETS) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&lodging=CONDO) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&lodging=COTTAGE) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&lodging=APARTMENT) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=WATER_PARK) ## Check prices for these dates Tonight [13 Oct - 14 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=175751&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Oct - 15 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=175751&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=175751&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=175751&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Winnetka hotels and places to stay ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Magnificent) | 1 bedroom, Egyptian cotton sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/53a89031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/7697ff8c.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) ### Eurostars Magnificent Mile Downtown Chicago 8.8/10 Excellent (3079) "Very nice location and everything was a 10/10" £95 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Outdoor pool, 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/8e39b688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile Downtown Chicago 8.8/10 Excellent (2090) "Great hotel" £140 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.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) ![Hypo-allergenic bedding, pillow-top 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) ![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/58000000/57660000/57651200/57651125/2866aa1e.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 (2182) "Great hotel " £165 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.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 cots/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 (2861) "Had a great stay!" £121 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.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) ![Egyptian cotton sheets, premium bedding, pillow-top 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/0030a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites Downtown Chicago 8.8/10 Excellent (3089) "Our stay was great" £126 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.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) ![Interior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/1792d463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bb272e60.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) ### citizenM Chicago Downtown Downtown Chicago 9.2/10 Wonderful (3946) "Great place to stay. " £115 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.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) ![Suite, 1 King Bed | Living area | 37-inch TV with cable channels, pay films](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/b5bf3aa2.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) ### Hilton Chicago Downtown Chicago 8.4/10 Very good (2257) "We loved this hotel it was beautiful and convenient . " £184 includes taxes & fees 23 Oct - 24 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.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) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e43f096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, City View | Living area | TV](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/cc919354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Congress Plaza Hotel Downtown Chicago 8.0/10 Very good (9398) "Beautiful hotel!" £112 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/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) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/b9be2277.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/5e299c2d.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 (4075) "Clean room , staff were friendly, a lot of restaurants in the area." £149 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.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) ![Interior](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/c14e1876.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) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/2aaf07f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freehand Chicago Downtown Chicago 8.0/10 Very good (2461) "Great place" £72 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Freehand-Chicago.h9418281.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/520a670b.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) ### Best Western River North Hotel Downtown Chicago 7.8/10 Good (1025) "Great stay" £89 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/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) ![Deluxe Suite, 1 King Bed with Sofa bed | 1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/f5c52beb.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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/2f70f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago Downtown Chicago 9.4/10 Exceptional (2589) "Great place to stay " £150 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/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/114000000/113780000/113779900/113779814/68145d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | In-room safe, blackout curtains, iron/ironing board, free WiFi](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/114000000/113780000/113779900/113779814/9ab0dcf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FOUND Hotel Chicago River North Downtown Chicago 8.2/10 Very good (273) "Perfect location! Tons of restaurants and shopping nearby! " £69 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/5b3c70b2.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) ![American cuisine](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/fb80c7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Chicago West Loop by IHG Downtown Chicago 9.0/10 Wonderful (1594) "Great Hotel" £114 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.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/dd081548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/ddbd86a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free cots/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/64c4029a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Chicago Downtown - Riverwalk by IHG Downtown Chicago 8.8/10 Excellent (3205) "Great stay " £140 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) ![Egyptian cotton sheets, premium bedding, pillow-top 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fd235ec7.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) ### The Whitehall Hotel, BW Premier Collection Downtown Chicago 8.2/10 Very good (3656) "Great location , good breakfast" £86 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.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) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec.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) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/d36b65bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric The Loop Chicago Downtown Chicago 9.0/10 Wonderful (2176) "It was an amazing stay!" £160 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/3df6d1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/373ba7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/3a3575cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/a1af2bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regal Inn - Chicago O'Hare Airport Franklin Park 8.0/10 Very good (1009) "Inexpensive, close to the airport, clean" [](https://www.expedia.co.uk/Chicago-Hotels-Regal-Inn-Chicago-OHare-Airport.h1305402.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) ![Premium bedding, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/0aef82d3.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/d5770f58.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 (2579) "Good place to stay" £139 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Downtown.h2506471.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/01c93cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel Downtown Chicago 8.4/10 Very good (2011) "Great place to stay." £176 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.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.co.uk/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28®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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Hotels.d175751.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Hotels.d175751.Travel-Guide-Hotels) ## Stay near popular Winnetka attractions [](https://www.expedia.co.uk/Chocolate-Box-Hotels.0-l553248621532658670-0.Travel-Guide-Filter-Hotels) ### Chocolate Box Enjoy a stop at Chocolate Box, an entertaining place to visit in Winnetka. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532658670) [](https://www.expedia.co.uk/Elder-Lane-Beach-Hotels.0-l553248635983991218-0.Travel-Guide-Filter-Hotels) ### Elder Lane Beach Why not spend a lazy afternoon at Elder Lane Beach during your trip to Winnetka? Amble around the area's forests or visit its shops. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983991218) ## Top Winnetka Hotel Reviews ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "Wonderful hotel. First time staying at a place like this. Ended up having the quad room to myself for both nights I was there. Will definitely try to book there again if traveling solo." [](https://expedia.co.uk/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![The Wade](//images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "." [](https://expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![The Royal Sonesta Chicago Downtown](//images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "This was the best hotel I ever stayed at! I did not want to leave. It was very clean and the cleaning staff was attentive and thorough. The staff at the desk were friendly and knowledgeable, and never acted disgruntled or impatient. The bellhops were excellent and trustworthy and anticipated our needs. The hotel was just beautiful and clean in the lobby with boutique atmosphere and art. The room was spacious with comfortable bed and furnishings. The coffee was excellent and the bathroom felt luxurious. We just loved everything! The restaurant food was great quality and not overpriced. And, our location downtown couldn’t be better, near Riverwalk and Michigan Avenue. We thoroughly enjoyed our stay. Thank you, Sonesta!" [](https://expedia.co.uk/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.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 10/10 Excellent "Clean.Comfortable beds. Great location .Includes a great breakfast." [](https://expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "." [](https://expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](//images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Great location, clean modern rooms, friendly staff" [](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Hyatt Regency Chicago](//images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "The staff at the breakfast buffet were extremely courteous and warm." [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.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 10/10 Excellent "It felt very safe and was very clean. The stuff was all ver nice and helpful. The area was nice to walk on the pier but if wanting to do anything downtown it required a lot of uber using. " [](https://expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Palmer House a Hilton Hotel](//images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Great place" [](https://expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ## More cheap stays in Winnetka ![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 £64 2 Nov - 3 Nov includes taxes & fees 8.2/10 Very Good! (2,002 reviews) [](https://expedia.co.uk/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.Hotel-Information) ![Best Western Grant Park Hotel](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/a243f0c9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Grant Park Hotel 1100 S Michigan Ave, Chicago, IL £81 10 Nov - 11 Nov includes taxes & fees 8/10 Very Good! (2,627 reviews) [](https://expedia.co.uk/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information) ![Quality Inn O'Hare Airport](https://images.trvl-media.com/lodging/1000000/20000/12700/12621/8f09eb11_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn O'Hare Airport 3801 North Mannheim Road, Schiller Park, IL £65 12 Nov - 13 Nov includes taxes & fees 7.4/10 Good! (1,658 reviews) [](https://expedia.co.uk/Chicago-Hotels-Quality-Inn-OHare-Airport.h12621.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 £44 28 Oct - 29 Oct includes taxes & fees 7.8/10 Good! (1,656 reviews) [](https://expedia.co.uk/Chicago-Hotels-Motel-6-Elk-Grove-Village.h15126.Hotel-Information) ![Holiday Inn Express Chicago NW - Arlington Heights by IHG](https://images.trvl-media.com/lodging/1000000/50000/41800/41785/d73c9d6c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Chicago NW - Arlington Heights by IHG 2111 S Arlington Heights Rd, Arlington Heights, IL £76 23 Oct - 24 Oct includes taxes & fees 8.8/10 Excellent! (1,012 reviews) [](https://expedia.co.uk/Chicago-Hotels-Holiday-Inn-Express-Chicago-NW-Arlington-Heights.h41785.Hotel-Information) ![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 £38 27 Oct - 28 Oct includes taxes & fees 6.4/10 (1,757 reviews) [](https://expedia.co.uk/Chicago-Hotels-Motel-6-Schiller-Park.h983642.Hotel-Information) ## Find out more about Winnetka ### Top reasons to visit Winnetka - **Scenic Outdoor Activities:** Winnetka offers beautiful beaches and vibrant parks, perfect for outdoor enthusiasts and families. - **Family-Friendly Attractions:** The town features a variety of educational experiences and recreational areas for all ages. - **Charming Neighbourhoods:** Explore delightful neighbourhoods that embody the friendly, urban atmosphere of Winnetka. - **Cultural Experiences:** Enjoy local music concerts and cultural activities that enrich your visit. - **Diverse Accommodation Options:** Choose from pet-friendly hotels and welcoming guesthouses for a comfortable stay. ### Find great hotels near Winnetka Discover the charm of Winnetka, Illinois, where a variety of accommodation options await to suit your every need. From pet-friendly hotels to welcoming guesthouses, this picturesque village offers a delightful mix of comfort and convenience. Whether you're seeking a business-themed stay or a warm, inclusive atmosphere, Winnetka's best hotels and resorts promise a memorable experience for all travellers. - **[Holiday Inn Chicago North-Evanston by IHG:](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-North-Evanston.h5356.Hotel-Information)** This 3-star hotel offers a welcoming atmosphere for LGBTQIA travellers and business-oriented guests alike. Located 3.1km from Winnetka, the hotel is designed with a focus on professional amenities. Guests will appreciate the multiple meeting rooms, accessible business centre, and conference space, making it an ideal choice for business trips. With its affiliation to LGBTQI travel guides, the property ensures a supportive environment for all guests. The blend of convenience and inclusivity sets this hotel apart for those seeking both leisure and business experiences. - **[DoubleTree by Hilton Chicago - North Shore Conference Center:](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-North-Shore-Conference-Center.h15560.Hotel-Information)** A perfect blend of comfort and convenience, this 4-star hotel is situated 2.5km from Winnetka. It caters exceptionally well to families and shopping enthusiasts, located in a vibrant shopping district. Families will find amenities for children, including free cribs, whilst the pet-friendly policy allows for a hassle-free stay with furry companions. With specific restrictions in place for pets, the hotel ensures a balanced environment for all guests. Additionally, the warm hospitality of the iconic DoubleTree cookie upon arrival enhances the overall experience. - **[Hotel Versey Chicago Lincoln Park:](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Versey-Chicago-Lincoln-Park.h22993.Hotel-Information)** Situated 8.1km from Winnetka, Hotel Versey offers a charming and pet-friendly atmosphere, welcoming both LGBTQIA guests and their furry friends. This 3-star establishment prioritises inclusivity while providing essential comforts for a delightful stay. The hotel's pet policy ensures that dogs and cats are permitted, with a fee waiver for service animals. Guests appreciate the relaxed vibe, with its strategic location allowing easy access to nearby attractions. The combination of a friendly atmosphere and convenient amenities makes Hotel Versey an appealing choice for visitors seeking comfort and companionship. ### Where to stay in and around Winnetka Winnetka, Illinois, offers a delightful blend of outdoor activities and scenic beauty, making it an ideal family vacation destination. Visitors can explore charming neighbourhoods and enjoy a friendly, urban atmosphere. Nearby cities enhance your experience with a romantic vibe, perfect for couples. Whether you seek family-friendly outings or a convenient base for adventures, Winnetka is the perfect location to create memorable moments during your trip. - **[Northfield:](https://www.expedia.co.uk/Northfield-Hotels.d6132153.Travel-Guide-Hotels)** Nestled in close proximity to Winnetka, Northfield is a charming village that offers a delightful mix of family-friendly activities and outdoor adventures. The area is known for its seasonal appeal, particularly bustling in April and from June to July. Visitors can enjoy various experiences, from vibrant music concerts to expansive shopping areas. The local landmarks, such as sports facilities and urban parks, provide ample opportunities for recreation and relaxation, making Northfield an ideal spot for families and outdoor enthusiasts alike. - **[Kenilworth:](https://www.expedia.co.uk/Kenilworth-Hotels.d6132139.Travel-Guide-Hotels)** A mere 1.2km away from Winnetka, Kenilworth is a picturesque city that thrives on its scenic beauty and outdoor offerings. The town sees a moderate influx of visitors, especially during March, May, and July. Kenilworth is perfect for those seeking a blend of nature and culture, with access to lovely beaches and a national state park. The recreational areas and educational venues add to the family-friendly atmosphere, making it a wonderful destination for those looking to enjoy a relaxing day by the water or an engaging educational experience. - **[Glencoe:](https://www.expedia.co.uk/Glencoe-Hotels.d54977.Travel-Guide-Hotels)** Also situated 1.2km from Winnetka, Glencoe is a vibrant city known for its stunning natural landscapes and family-oriented activities. The peak travel months are during the warmer summer season, attracting visitors to its beautiful beaches and serene lakes. Glencoe offers a range of recreational activities, music events, and educational opportunities that appeal to all ages. With its proximity to national parks and outdoor scenery, Glencoe is a perfect getaway for families looking to immerse themselves in nature while enjoying a rich sense of community. ### Things to do near Winnetka Winnetka, Illinois, is an ideal destination for outdoor enthusiasts and families seeking scenic beauty. Visitors can enjoy a variety of activities, including educational experiences, recreational areas, and delightful music concerts. Key highlights include picturesque picnic spots and the exciting Winnetka Adventure, perfect for creating memorable moments in this charming locale. **Shopping** In Winnetka, enjoy shopping at Schaefer's Wines and Liquors, just 1.9km away, offering a great selection of wines and spirits. If you're up for a drive, visit the [Fashion Outlets of Chicago](https://www.expedia.co.uk/Fashion-Outlets-Of-Chicago-Hotels.0-l553248621561882885-0.Travel-Guide-Filter-Hotels), located 6.8km away, for a fantastic range of designer and brand-name bargains. **Recreation** Experience the exhilarating atmosphere at [Ryan Field](https://www.expedia.co.uk/Ryan-Field-Hotels.0-l6064065-0.Travel-Guide-Filter-Hotels), a vibrant venue for sports enthusiasts located 2.5km from Winnetka. For a musical retreat, enjoy the entertainment vibes at Ravinia Pavilion, also 2.5km away, offering an enchanting setting for live performances under the stars. **Adventure** Experience the thrills of Rainbow Falls Waterpark, located 9.3km from Winnetka, where you can enjoy exhilarating slides and family fun. For a scenic adventure, hike along the Salt Creek Trail, situated 12.4km away, and immerse yourself in the beautiful outdoors. Don’t miss the excitement of Jet Funn, 19.3km away, for some exhilarating water sports. **Nightlife** In Winnetka, the North Shore Center for the Performing Arts offers a delightful mix of culture and entertainment, only 2.5km away. For a family-friendly adventure, Kiddie Kingdom, 4.3km from town, provides endless arcade fun. For a broader experience, the [Rosemont Theatre](https://www.expedia.co.uk/Rosemont-Theatre-Hotels.0-l6064061-0.Travel-Guide-Filter-Hotels), 6.8km away, showcases captivating performances. ### Booking tips and Expedia advantages for Winnetka To save money on your visit to Winnetka, consider travelling between December and February, when accommodation prices are lower. Opt for a Wednesday stay to secure the best rates, as Saturdays tend to be the priciest. Use Expedia to compare hotel deals and refine your search by budget and eco-friendly options. Additionally, combining your hotel, flights, and activities into a package can lead to substantial savings. For local transport, walking is a budget-friendly way to explore the area, allowing you to enjoy the sights without incurring extra costs. - **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:** Utilise Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will present you with sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel reservation in Winnetka with your flights and activities through an Expedia package. ### Find the best attractions near Winnetka Winnetka, Illinois, offers a delightful blend of outdoor activities and family-friendly attractions, making it an ideal destination for tourists. Visitors can enjoy the picturesque beaches, vibrant urban parks, and the charm of local colleges and universities. With a focus on cultural experiences and leisure, Winnetka provides a welcoming atmosphere for families seeking memorable adventures. Be sure to explore the popular attractions and hidden gems that this lovely town has to offer. - **[Northwestern University:](https://www.expedia.co.uk/Northwestern-University-Hotels.0-l6034942-0.Travel-Guide-Filter-Hotels)** Immerse yourself in the vibrant atmosphere of Northwestern University, a modern institution located 3.1km from Winnetka. With its beautiful campus and diverse community, it offers a unique blend of academic excellence and city vibes. - **[Donald E. Stephens Convention Center:](https://www.expedia.co.uk/Donald-E-Stephens-Convention-Center-Hotels.0-l6034944-0.Travel-Guide-Filter-Hotels)** Situated 6.8km away, the Donald E. Stephens Convention Center is a hub for events and conferences. Experience its business-like atmosphere, which hosts a variety of exhibitions and gatherings, making it ideal for networking. - **[Montrose Beach:](https://www.expedia.co.uk/Montrose-Beach-Hotels.0-l6277595-0.Travel-Guide-Filter-Hotels)** Enjoy the serene beauty of Montrose Beach, located 6.8km from Winnetka. With its sandy shores and picturesque views, it's the perfect spot to relax and soak up the sun while enjoying the beach vibes. ### 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 | Slightly High | | 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 | Average | | 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 Visiting Winnetka, Illinois, is convenient with three major airports nearby. Chicago O'Hare International Airport ([ORD](https://www.expedia.co.uk/OHare-Intl-Airport-Hotels.0-aORD-0.Travel-Guide-Filter-Hotels)) is 8.1km away and offers excellent hotel options such as the [Loews Chicago O'Hare Hotel](https://www.expedia.co.uk/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) and Hyatt Regency O'Hare, both situated 1.2km from the airport. Chicago Midway International Airport ([MDW](https://www.expedia.co.uk/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels)) is 21.2km away, with luxurious accommodations like the Trump International Hotel & Tower and Nobu Hotel, both around 5.6km distant. For a closer option, Chicago Executive Airport ([PWK](https://www.expedia.co.uk/Chicago-Executive-Airport-Hotels.0-aPWK-0.Travel-Guide-Filter-Hotels)) is 5.0km away, featuring hotels like Crowne Plaza Chicago-Northbrook just 621m from the airport. Each hotel provides easy access to their respective airports, ensuring a smooth journey for travellers. ## 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 £38 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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