Title: Book The Best Hotels in Winnetka, IL for 2026 from CA $66 - Fully Refundable Options - 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) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Winnetka 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=APART_HOTEL) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&travelerType=family_friendly) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=SPA_ON_SITE) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=POOL) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=HOT_TUB) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=APARTMENT) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=WATER_PARK) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=PETS) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=CONDO) ## Check prices for these dates Tonight [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winnetka hotels ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e50ef89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e7ca688f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/d37889fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Hotel [](https://www.expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) Downtown Chicago 8.8/10 Excellent (4,992 reviews) "Great stay, good location, accommodating staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian CA $96 CA $112 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/2ad62276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Downtown Chicago 8.6/10 Excellent (3,065 reviews) "Great location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pablo CA $119 CA $140 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/af0ef9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/ded8e5ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/dc5ac11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric The Loop Chicago [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (2,365 reviews) "Will stay again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luzabeth CA $130 CA $153 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) ![Rooftop bar, alfresco dining, open daily](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/4bc08adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/72004781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/b8603e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/64fc97f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Godfrey Hotel Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,022 reviews) "Clean rooms, great staff, and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Romel CA $102 CA $152 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information) ![Shared kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/1da577c5.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) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/91aea402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/9ef15d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FOUND Hotel Chicago River North [](https://www.expedia.ca/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) Downtown Chicago 8.4/10 Very good (439 reviews) "Amazing staff and very clean, modern rooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) genevieve CA $81 CA $95 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6ec865cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/77822130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very good (1,653 reviews) "Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norah CA $122 CA $143 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Nightclub](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/6f853099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/1893647b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/d0c2944a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Nightclub](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/0a805224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Central Loop Hotel [](https://www.expedia.ca/Chicago-Hotels-Central-Loop-Hotel.h2151878.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,018 reviews) "Clean rooms, very friendly staff, and great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dipayan CA $109 CA $128 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Central-Loop-Hotel.h2151878.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/7744cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/d34c171a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2560x3y3-c4100b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (2 Room)](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2561x3y0-7e662cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claridge House Chicago, Tapestry Collection by Hilton [](https://www.expedia.ca/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,524 reviews) "Great location, friendly staff and nice room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Srinivasa CA $77 CA $131 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/34f4da65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/6f539c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queen Beds Room](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/d04bec0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warwick Allerton - Chicago [](https://www.expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) Downtown Chicago 8.6/10 Excellent (3,035 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Omar CA $87 CA $142 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/32b602ff.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) ![Reception](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/5132819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Penthouse, 2 Bedrooms, 2 Bathrooms, City View | Living room](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/eb41e741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freehand Chicago [](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) Downtown Chicago 8.0/10 Very good (2,746 reviews) "would definitely stay again, good price point " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abby CA $72 CA $109 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/b3bac7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/d2c9858e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/74cf409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Quarters Hotel Wacker at Michigan, Chicago [](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2,075 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $101 CA $118 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information) ![Shopping mall](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/cf0663e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/1a16c1e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/f64fa789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/759e1486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Millennium Knickerbocker Chicago [](https://www.expedia.ca/Chicago-Hotels-Millennium-Knickerbocker-Chicago.h15087.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,003 reviews) "Very clean, quiet, and warm reception and service from the staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tim CA $109 CA $160 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Chicago-Hotels-Millennium-Knickerbocker-Chicago.h15087.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/1c7b677d.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) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/832f7b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,279 reviews) "Excellent stay, we loved it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melani CA $184 CA $250 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11510000/11501300/11501235/w3837h2556x3y3-5469aeb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Living area](https://images.trvl-media.com/lodging/12000000/11510000/11501300/11501235/5f155e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/12000000/11510000/11501300/11501235/w3836h2556x4y4-f782d0e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11510000/11501300/11501235/w3840h2556x0y4-3c48c376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown Riverwalk [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-Riverwalk.h11501235.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,893 reviews) "Good staff, clean room , and location excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jesus CA $113 CA $133 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-Riverwalk.h11501235.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/11ef5a2b.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/1000000/20000/18000/17903/06d5595b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/d9163f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fec06d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitehall Hotel, BW Premier Collection [](https://www.expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) Downtown Chicago 8.2/10 Very good (3,933 reviews) "Location, breakfast was good, room was nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Traci CA $97 CA $114 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/a08df61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/afa1818a.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 [](https://www.expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,215 reviews) "Nice location, friendly staff and room was nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DeAshley CA $131 CA $154 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Nightclub](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/0120c0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/905f4e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/db1e81f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | View from room](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/3ef6d343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Quarters Hotel, Central Loop, Chicago [](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h565746.Hotel-Information) Downtown Chicago 8.8/10 Excellent (3,409 reviews) "The staff was very helpful with the check in and the room was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $109 CA $128 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h565746.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f4944277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/d35b9e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chicago Hotel Collection Ambassador Gold Coast [](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) Downtown Chicago 8.2/10 Very good (1,286 reviews) "Great hotel with great location. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila CA $127 CA $149 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view from property](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/2b1c0fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/b58d9761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/cbe9b050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Felix River North/Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) Downtown Chicago 8.2/10 Very good (2,549 reviews) "I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Equilla CA $82 CA $138 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Junior Suite, City View | City view](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/3e0e58e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Congress Plaza Hotel [](https://www.expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) Downtown Chicago 8.0/10 Very good (9,851 reviews) "Clean room, centrally located hotel. Food menu at bar a bit limited but loads of places around to eat at. Great stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jeff CA $122 CA $143 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21®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) ## Stay near popular Winnetka attractions ### 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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532658670) ### Elder Lane Beach Why not spend a lazy afternoon at Elder Lane Beach during your trip to Winnetka? Amble around the area's forest or visit its shops. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983991218) ## 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=2026-02-20&endDate=2026-02-21&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) ## Top Winnetka Hotel Reviews ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Awesome quite hotel beds are amazing great location " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 10/10 Excellent "Very clean and friendly staff" [](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 10/10 Excellent "Everything was amazing! View ambience service " [](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Room was great! We even got upgraded to a deluxe room. Staff cleaned the room almost everyday we stayed and they brought us as much tea and coffee as we wanted. Only thing I’m not pleased about is the lack of a microwave in the unit. A believe only the suites have a microwave but we made it work. The hotel staff was lovely and the cafe down stairs had great food. 10/10 experience, will definitely be back soon." [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Yes room was spotless " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg) ### Aloft Chicago Mag Mile 10/10 Excellent "it was good" [](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Clean room, professional staff, and great location" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Nice" [](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 10/10 Excellent "I had a beautiful stay at Courtyard Marriot/MM Chicago. The room was clean, staff courteous and accommodating. The amenities were excellent. Shout out to bartender, Leo at GastoPub!!💕💕 I would most definitely book here again!!" [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ## More cheap stays in Winnetka ![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 $58 CA $66 total Feb 17 - Feb 18 includes taxes & fees 7.8/10 Good! (1,800 reviews) [](https://expedia.ca/Chicago-Hotels-Motel-6-Elk-Grove-Village.h15126.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 Schiller Park IL CA $71 CA $81 total Feb 26 - Feb 27 includes taxes & fees 6.6/10 (1,949 reviews) [](https://expedia.ca/Chicago-Hotels-Motel-6-Schiller-Park.h983642.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 CA $89 CA $101 total Feb 19 - Feb 20 includes taxes & fees 7.6/10 Good! (1,927 reviews) [](https://expedia.ca/Chicago-Hotels-Quality-Inn-OHare-Airport.h12621.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 $97 CA $111 total Feb 8 - Feb 9 includes taxes & fees 8.2/10 Very Good! (2,313 reviews) [](https://expedia.ca/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.Hotel-Information) ![Quality Inn Schaumburg - Chicago near the Mall](https://images.trvl-media.com/lodging/1000000/10000/8500/8404/62f992a1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Schaumburg - Chicago near the Mall 600 North Martingale Rd Schaumburg IL CA $100 CA $115 total Feb 23 - Feb 24 includes taxes & fees 8.4/10 Very Good! (1,003 reviews) [](https://expedia.ca/Chicago-Hotels-Quality-Inn-Schaumburg-Chicago.h8404.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 CA $98 CA $116 total Feb 8 - Feb 9 includes taxes & fees 8/10 Very Good! (2,666 reviews) [](https://expedia.ca/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information) ## Hotels in Winnetka with star rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.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/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 158 properties [](https://expedia.ca/4Star-Winnetka-Hotels.s40-0-d175751.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 285 properties [](https://expedia.ca/3Star-Winnetka-Hotels.s30-0-d175751.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 666 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. ## Frequently asked questions ### What is the best area to stay in Winnetka? > This area is the heart of Winnetka, offering a pleasant and well-maintained environment. It's very walkable, with a selection of independent shops, cafes, and restaurants lining the main streets. The Winnetka Metra station is also located here, providing easy access to Chicago. > > > Couples looking for a relaxing getaway will appreciate this area. You'll find lovely boutiques for a leisurely browse and a variety of dining options for evenings out. The nearby Skokie Lagoons also offer opportunities for pleasant walks and kayaking. > > > For families, staying in the village centre provides great convenience. You're close to local parks, and the main street offers an ice cream parlour and casual eateries. ### When is the best time to go to Winnetka? > These periods offer the most pleasant weather for outdoor activities, with comfortable temperatures and less humidity than the peak summer months. You'll find the trees in full bloom in spring or showcasing beautiful colours in autumn, making for picturesque strolls along the lakefront or through the village's well-kept streets. > > > For those planning to enjoy the village's parks, golf courses, or the Winnetka Community House's events, these seasons provide ideal conditions without the larger crowds or higher temperatures of July and August. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Winnetka hotel booking with Expedia? ### How much is the nightly rate at a Winnetka hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Glenview ](https://www.expedia.ca/5Star-Glenview-Hotels.s50-0-d8006.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Gross Point ](https://www.expedia.ca/5Star-Gross-Point-Chicago-Hotels.s50-n6132100-0.Travel-Guide-Filter-Hotels) - [Hotels near Baha'i House of Worship ](https://www.expedia.ca/Bahai-House-Of-Worship-Hotels.0-l6152644-0.Travel-Guide-Filter-Hotels) - 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