Title: Book the Best Pewaukee WINERY Hotels in 2025 | Expedia.ca [Pewaukee Travel Guide](https://expedia.ca/Pewaukee.dx145269)[Hotels in Pewaukee](https://expedia.ca/Pewaukee-Hotels.d145269.Travel-Guide-Hotels)[Vacation Rentals in Pewaukee](https://expedia.ca/Pewaukee-Vacation-Rentals.d145269.Travel-Guide-VacationRentals)[Pewaukee Car Rentals](https://expedia.ca/Car-Rentals-In-Pewaukee.d145269.Car-Rental-Guide)[Pewaukee Vacation Packages](https://expedia.ca/Pewaukee.d145269.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Pewaukee, WI from CA $121 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pewaukee Winery Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=145269&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=145269&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=145269&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=145269&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pewaukee Winery Hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/03299826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/a3a0afad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Arcade](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/b2cf2510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ingleside Hotel Pewaukee 8.6/10 Excellent (720) "Stayed for 9 days and rooms are spacious and comfortable. " CA $149 CA $169 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Milwaukee-Hotels-The-Ingleside-Hotel.h894006.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/663900/663812/6b221df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663900/663812/e17754f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Accessible, Bathtub](https://images.trvl-media.com/lodging/1000000/670000/663900/663812/76290583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free full breakfast](https://images.trvl-media.com/lodging/1000000/670000/663900/663812/941f968c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Waukesha Grand Pewaukee 7.8/10 Good (1017) "Clean, comfortable room, breakfast was okay, & staff was nice." CA $107 CA $121 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Milwaukee-Hotels-Best-Western-Waukesha-Grand.h663812.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/f6965ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/d6c209b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Queen](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/be0c8bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/734075ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildwood Lodge Pewaukee 8.4/10 Very good (1009) "Great place to stay with amazing staff! " CA $141 CA $159 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Milwaukee-Hotels-Wildwood-Lodge.h62392.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/579400/579313/39ea0f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/579400/579313/83b9654a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/579400/579313/7138e0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/580000/579400/579313/f8453d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Pewaukee - Milwaukee West by IHG Pewaukee 9.0/10 Wonderful (456) "My room was clean, hotel was clean, staff was frequently, great restaurants nearby." CA $146 CA $165 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Pewaukee-Milwaukee-West.h579313.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=2025-10-12&endDate=2025-10-13®ionId=145269&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Pewaukee Hotel Reviews ![Holiday Inn Express Milwaukee-West Medical Center by IHG](//images.trvl-media.com/lodging/1000000/10000/3600/3512/e76b8c70_y.jpg) ### Holiday Inn Express Milwaukee-West Medical Center by IHG 10/10 Excellent "Clean room and great staff with a great breakfast " [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Milwaukee-West-Medical-Center.h3512.Hotel-Information) ![Sonesta Milwaukee West Wauwatosa](//images.trvl-media.com/lodging/2000000/1740000/1730200/1730127/aa54a792_y.jpg) ### Sonesta Milwaukee West Wauwatosa 10/10 Excellent "Beds and pillows were so comfortable. Felt like sleeping on a cloud. Some furniture are dated and can use repairs but overall, still enjoyed our day. My daughters enjoyed the breakfast and pool. I liked that the room had a fan to drown out noise and it was a quiet and cozy room. Staff was friendly. " [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Milwaukee-West-Wauwatosa.h1730127.Hotel-Information) ![Potawatomi Hotel & Casino](//images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg) ### Potawatomi Hotel & Casino 10/10 Excellent "Nice hotel. Highly recommend. " [](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information) ![Hyatt Place Milwaukee Airport](//images.trvl-media.com/lodging/1000000/700000/693200/693109/70455db6_y.jpg) ### Hyatt Place Milwaukee Airport 10/10 Excellent "Clean room, good breakfast " [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information) ![The Iron Horse Hotel](//images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg) ### The Iron Horse Hotel 10/10 Excellent "Cool vibe!" [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![Saint Kate - The Arts Hotel](//images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg) ### Saint Kate - The Arts Hotel 10/10 Excellent "Exceptional. Will be my go to hotel in MKE." [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![The Brewhouse Inn & Suites](//images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg) ### The Brewhouse Inn & Suites 10/10 Excellent "The staff was the star, extra friendly and helpful. Everything was very clean, and the place itself is just very cool and unique. We will stay here again." [](https://expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 10/10 Excellent "N/a" [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Sleep Inn & Suites Milwaukee Airport](//images.trvl-media.com/lodging/3000000/2360000/2353100/2353060/831341c6_y.jpg) ### Sleep Inn & Suites Milwaukee Airport 10/10 Excellent "Excellent place for an overnight stay prior to boarding an early morning flight . Very accommodating service at the desk and airport shuttle" [](https://expedia.ca/Milwaukee-Hotels-Sleep-Inn-Suites-Airport.h2353060.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [B&B in Brookfield](https://www.expedia.ca/Brookfield-Bed-And-Breakfast.d7083-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Brookfield](https://www.expedia.ca/Brookfield-Condos.d7083-aaCondos.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Brookfield](https://www.expedia.ca/Brookfield-Hotels-Beach-Hotel.0-0-d7083-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Brookfield](https://www.expedia.ca/Brookfield-Hotels-Boutique-Hotel.0-0-d7083-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Brookfield](https://www.expedia.ca/Brookfield-Hotels-Cheap-Hotels.0-0-d7083-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Brookfield](https://www.expedia.ca/Brookfield-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d7083-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - 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