Title: Book the Best Winthrop Harbor LUXURY Hotels - Upscale Hotels in Winthrop Harbor, IL | Expedia.ca [Hotels in Winthrop Harbor](https://expedia.ca/Winthrop-Harbor-Hotels.d183192.Travel-Guide-Hotels)[Vacation Rentals in Winthrop Harbor](https://expedia.ca/Winthrop-Harbor-Vacation-Rentals.d183192.Travel-Guide-VacationRentals)[Winthrop Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Winthrop-Harbor.d183192.Car-Rental-Guide)[Winthrop Harbor Vacation Packages](https://expedia.ca/Winthrop-Harbor.d183192.Destination-Travel-Guides) ![Lake Michigan showing a bay or harbor](https://images.trvl-media.com/place/6338716/94ae8062-01b7-4cdf-b3dd-7ea1c75a7654.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6338716/94ae8062-01b7-4cdf-b3dd-7ea1c75a7654.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winthrop Harbor Luxury Hotels Tonight [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2026-02-02&endDate=2026-02-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2026-02-03&endDate=2026-02-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2026-02-13&endDate=2026-02-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Winthrop Harbor luxury hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/500/497/705dca92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/500/497/9dd85259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/500/497/b5bd7823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/500/497/9f488db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Hotel Racine Harbourwalk [](https://www.expedia.ca/Racine-Hotels-Doubletree-By-Hilton-Hotel-Racine-Harbourwalk.h497.Hotel-Information) Historic Downtown Racine 8.4/10 Very good (1,002 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan CA $144 CA $163 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Racine-Hotels-Doubletree-By-Hilton-Hotel-Racine-Harbourwalk.h497.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14800/14710/w2374h2997x0y3-9205a137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14800/14710/1924c4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14710/fcbeacd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King two room suite | Living area](https://images.trvl-media.com/lodging/1000000/20000/14800/14710/d6c4be9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Libertyville - Mundelein [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Libertyville-Mundelein.h14710.Hotel-Information) Mundelein 8.6/10 Excellent (1,001 reviews) "Wonderful staff, great room and breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ariel CA $132 CA $146 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Libertyville-Mundelein.h14710.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/0d8dd0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/604ca7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/5776838e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/1bc5387f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Pleasant Prairie Kenosha [](https://www.expedia.ca/Pleasant-Prairie-Hotels-Doubletree-By-Hilton-Pleasant-Prairie-Kenosha.h105109.Hotel-Information) Pleasant Prairie 8.8/10 Excellent (965 reviews) "Check in lady was so friendly polite " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana CA $133 CA $151 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Pleasant-Prairie-Hotels-Doubletree-By-Hilton-Pleasant-Prairie-Kenosha.h105109.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=2026-02-16&endDate=2026-02-17®ionId=183192&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Top Winthrop Harbor Hotel Reviews ![Country Inn & Suites by Radisson, Gurnee, IL](https://images.trvl-media.com/lodging/1000000/290000/280900/280880/53bbb8a6_y.jpg) ### Country Inn & Suites by Radisson, Gurnee, IL 10/10 Excellent "Staff friendly, overall facility is tired and could use a facelift." [](https://expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h280880.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Chicago Gurnee](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/52a8ce1f_y.jpg) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee 10/10 Excellent "Rooms pool hot tub breakfast all great" [](https://expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Days Inn by Wyndham Great Lakes Naval Base](https://images.trvl-media.com/lodging/1000000/210000/200300/200202/e28d6ba4_y.jpg) ### Days Inn by Wyndham Great Lakes Naval Base 10/10 Excellent "My stay good clean room and friendly staff " [](https://expedia.ca/Chicago-Hotels-Days-Inn-By-Wyndham-Great-Lakes-N-Chicago.h200202.Hotel-Information) ![Days Inn by Wyndham Waukegan](https://images.trvl-media.com/lodging/1000000/450000/440100/440023/85c8226f_y.jpg) ### Days Inn by Wyndham Waukegan 10/10 Excellent "Clean room fridge, microwave TV control, heat and free breakfast" [](https://expedia.ca/Chicago-Hotels-Rodeway-Inn-Waukegan-Gurnee.h440023.Hotel-Information) ![Days Inn by Wyndham Pleasant Prairie Kenosha](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/883bb863_y.jpg) ### Days Inn by Wyndham Pleasant Prairie Kenosha 10/10 Excellent "Staff were friendly and helpful. Room was clean and comfortable. Fridge was either too warm or freezing the food. Forgot to tell them. For the first 2 nights I just had the sheet and the top sheet but when I asked they gave me a comforter. Coffee was terrible. Hot breakfast was good but the same every day. Appreciated actual potatoes. " [](https://expedia.ca/Pleasant-Prairie-Hotels-La-Quinta-Inn-By-Wyndham-Pleasant-Prairie-Kenosha.h39969.Hotel-Information) ![Country Inn & Suites by Radisson Kenosha - Pleasant Prairie](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/daac7f3c_y.jpg) ### Country Inn & Suites by Radisson Kenosha - Pleasant Prairie 10/10 Excellent "Clean room n comfortable bed " [](https://expedia.ca/Kenosha-Hotels-Country-Inn-Suites-By-Radisson.h116730.Hotel-Information) ![DoubleTree by Hilton Libertyville - Mundelein](https://images.trvl-media.com/lodging/1000000/20000/14800/14710/w2374h2997x0y3-9205a137_y.jpg) ### DoubleTree by Hilton Libertyville - Mundelein 10/10 Excellent "Friendly and helpful staff. Location clean and conveniently located. Hotel restaurant and bar a plus." [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Libertyville-Mundelein.h14710.Hotel-Information) ## Frequently asked questions ### Are you searching for the perfect hotel for your luxury trip to Winthrop Harbor? ### When can I expect good weather in Winthrop Harbor? ### What's there to see and do in Winthrop Harbor? ### How can I get around Winthrop Harbor? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Beach Park ](https://www.expedia.ca/Beach-Park-Bed-And-Breakfast.d183175-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Boutique Hotels in Beach Park ](https://www.expedia.ca/Beach-Park-Hotels-Boutique-Hotel.0-0-d183175-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Beach Park ](https://www.expedia.ca/Beach-Park-Hotels-Cheap-Hotels.0-0-d183175-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Beach Park ](https://www.expedia.ca/Beach-Park-Hotels-Golf-Hotel.0-0-d183175-tGolfHotel.Travel-Guide-Filter-Hotels) - 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