Title: Browse the Best Winnetka Resorts from CA $172 | Expedia.ca [Winnetka Travel Guide](https://expedia.ca/Winnetka.dx175751)[Hotels in Winnetka](https://expedia.ca/Winnetka-Hotels.d175751.Travel-Guide-Hotels)[Vacation Rentals in Winnetka](https://expedia.ca/Winnetka-Vacation-Rentals.d175751.Travel-Guide-VacationRentals)[Flights to Winnetka](https://expedia.ca/Cheap-Flights-To-Winnetka.d175751.Travel-Guide-Flights)[Winnetka Car Rentals](https://expedia.ca/Car-Rentals-In-Winnetka.d175751.Car-Rental-Guide)[Winnetka Vacation Packages](https://expedia.ca/Winnetka.d175751.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Resort Hotels in Winnetka from CA $172 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winnetka Resorts ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/f931dcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/1a475be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/327a4b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/b27171fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eaglewood Resort and Spa Itasca 8.8/10 Excellent (1007) "Perfect, Thanks for a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $127 CA $172 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/30000/23100/23049/edaa8813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/23100/23049/7c38c04a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/23100/23049/1e4aae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/30000/23100/23049/e0ae2792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lincolnshire Marriott Resort Half Day 8.8/10 Excellent (1000) "Loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittanie CA $178 CA $199 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Chicago-Hotels-Lincolnshire-Marriott-Resort.h23049.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-26&endDate=2025-11-27®ionId=175751&adults=2&lodging=HOTEL_RESORT&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-Resort-Hotels.d175751-aaResortHotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Resort-Hotels.d175751-aaResortHotels.Travel-Guide-Accommodation) ## Top Winnetka Hotel Reviews ![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "Modern, super European, petite but very " [](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.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 "Clean room. Super friendly front desk staff. Complimentary drinks were a big plus! Whole property was amazing. Walking distance to everything. " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Warwick Allerton - Chicago](//images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "Great" [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![InterContinental Chicago Magnificent Mile by IHG](//images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "Beautiful hotel" [](https://expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.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 "Restaurant was good, room nice" [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.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 to stay." [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Pendry Chicago](//images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg) ### Pendry Chicago 10/10 Excellent "Rooms are lovely, bar / restaurant is top notch. Love staying at the pendry!" [](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ![Aloft Chicago Mag Mile](//images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg) ### Aloft Chicago Mag Mile 10/10 Excellent "Don’t like how the food is frozen but they charge so much money for the breakfast." [](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "Really small room but good for solo travelers, the workers were so nice and helpful. The vibes were amazing and there is also a photo both! " [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ## Find out more about Winnetka ## Winnetka Resorts information | Number of reviews | 2,005 | | --- | --- | | Accommodation | 2 Resorts | | Lowest Price | CA $172 | | Highest Price | CA $199 | ## Frequently asked questions ### What is Winnetka like for a resort vacation? > You deserve a vacation, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing stay in Winnetka. You'll find 27 resort hotels in the surrounding area, giving you a range of options that might have the great restaurants or state-of-the-art fitness center you're looking for. ### What's a favorite resort in Winnetka? > Our top-rated resorts around Winnetka: [Eaglewood Resort and Spa](https://www.expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information) - Spa resort. 18.8 mi (30.2 km) from Winnetka. Features 2 restaurants, 2 bars, and a golf course. [Lincolnshire Marriott Resort](https://www.expedia.ca/Chicago-Hotels-Lincolnshire-Marriott-Resort.h23049.Hotel-Information) - Golf resort. 11.4 mi (18.4 km) from Winnetka. Has 2 restaurants, 2 bars, and a golf course. ### What can I do in Winnetka? > Chocolate Box offers fun for the whole family, while Lake Michigan is one of the biggest draws. Wrigley Field and Naval Base Great Lakes are a couple additional top attractions in the area. ### What's the weather like in Winnetka? > The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches. ### What's the best way to get to and around Winnetka? > Fly into Chicago, IL (PWK-Chicago Executive), which is located 8.4 mi (13.5 km) from the heart of the city. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 12.5 mi (20.2 km) away. 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