Title: Book the Best Glendale WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Milwaukee](https://expedia.ca/Milwaukee-Vacation-Rentals.d602647.Travel-Guide-VacationRentals)[Flights to Milwaukee](https://expedia.ca/Cheap-Flights-To-Milwaukee.d602647.Travel-Guide-Flights)[Things to do in Milwaukee](https://expedia.ca/Things-To-Do-In-Milwaukee.d602647.Travel-Guide-Activities)[Glendale Car Rentals](https://expedia.ca/Car-Rentals-In-Glendale.d7371.Car-Rental-Guide)[Glendale Vacations](https://expedia.ca/Glendale.d7371.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/f413cc1030a8d14344f4166cfb4e1f89.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by ‎‎Debra Fischer # Find Winery Hotels in Glendale, WI from CA $180 ![](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 Glendale Winery Hotels Tonight [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=7371&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7371&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7371&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7371&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Glendale Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663200/663129/052c7450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663200/663129/a1694222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free local cuisine breakfast on weekdays](https://images.trvl-media.com/lodging/1000000/670000/663200/663129/b0b169a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663200/663129/b1c034fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Port Washington by IHG Port Washington 8.6/10 Excellent (1002) "Very friendly/helpful staff." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $146 CA $180 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Port-Washington-Hotels-Country-Inn-Suites-By-Radisson.h663129.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/1d91f6cc_edited_af06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/485d0818_edited_5fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/2adff4b0_edited_b502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/98845608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath Brewers Hill 10/10 Exceptional (2) "The property was lovely and well equipped. The host was responsive and communicative. Great location and easy rideshare to get anywhere. Would absolutely stay again!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Nuala J. CA $86 CA $338 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Milwaukee-Hotels-Stunning-Brewers-Hill-Retreat-With-2-Bedrooms-1-Bath.h113548005.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/3134b64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/447841c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/a94a9b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/57fce162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kegel's Inn - Studio - Classic Apartment #3 Six Points 9.4/10 Exceptional (19) "This place was as cute as expected and the bed was so comfy! Super easy to find and get in and out of it. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina W. CA $168 CA $298 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Milwaukee-Hotels-Kegels-Inn-Studio-Classic-Apartment-3.h40895206.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/0114c4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/150a4cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/79f9d90f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/390ca9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarburg 2 br apartment sleeps 1-6 guests in prime location on Washington Ave Cedarburg 10/10 Exceptional (187) "The place was perfectly located. Property was clean and well taken care of. Owners responded to any questions immediately. Kitchen and bathroom were well equipped. Overall a great place to stay in a beautiful town." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia CA $236 CA $291 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Cedarburg-Hotels-Premiere-Host-Cedarburg-Wandernhaus-In-Prime-Location-Wo-Cleaning-Fees.h19129311.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/65a67608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/28e04e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/d0720da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/a831c886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking Wauwatosa 10/10 Exceptional (4) "Came to the Milwaukee area for a family function and Ian’s place was perfect. Convenient to everything you need and underground parking was a nice perk. Would check his place out for any return trips." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane H. CA $112 CA $330 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Milwaukee-Hotels-Fast-Wifisanitizednear-Froedtertking-Bedunderground-Parking.h57800049.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/e67ba29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/60b20d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/a97c6697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/fb3c6821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in Style: 4BR Milwaukee Home Featuring a Private Hot Tub ¦ Family-Friendly Upper East Side 8.0/10 Very good (1) "Host was wonderful at communicating before and during our stay. The house is adorable and well decorated. A few suggested notes of improvement would be the cleanliness of the bathroom, and dishwasher/ kitchen sink had an odor , no pillowcases on the pillows and there was no laundry detergent available..However, these were all minor and did not affect our overall feeling about this listing. Thank you for the sweet experience . " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna M. CA $268 CA $556 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Milwaukee-Hotels-Relax-In-Style-4BR-Milwaukee-Home-Featuring-A-Private-Hot-Tub-Family-Friendly.h120260223.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118560000/118558900/118558866/54519a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118560000/118558900/118558866/cf0b8071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118560000/118558900/118558866/03f4f983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118560000/118558900/118558866/518353a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Aire - Entire Home Cedarburg 10/10 Exceptional (3) "Very cute and clean place with great back yard for dogs and deck was nice to sit out back. Would stay again. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin H. CA $379 CA $655 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Cedarburg-Hotels-Country-Aire-Entire-Home.h118558866.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114130000/114121100/114121073/5d299eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114130000/114121100/114121073/86b52fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114130000/114121100/114121073/e3bb14a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114130000/114121100/114121073/e7a06491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby Richfield 10/10 Exceptional (13) CA $333 CA $819 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hubertus-Hotels-Secluded-4BR-3BA-Near-Erin-Hills-Trails.h114121073.Hotel-Information) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/75000000/74490000/74488200/74488113/83de822e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/75000000/74490000/74488200/74488113/129a1dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74490000/74488200/74488113/f373186b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74490000/74488200/74488113/2f5f7ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms Bay View 10/10 Exceptional (20) "It was a big beautiful home" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $1,517 CA $2,231 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Milwaukee-Hotels-Entire-Brick-Brewery-Building-Luxury-Family-Stays-And-Gatherings.h74488113.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/87cb5891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/7dacc375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/cda249d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/614506f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert Wauwatosa 10/10 Exceptional (12) "We drove in from canada, host was very informative and responsive with any of our issues. Location was great for us as it was right next to the highways that lead to downtown and back out of town. Would definitely stay again" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven M. CA $107 CA $320 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Milwaukee-Hotels-SanitizedFast-WiFiNear-FroedtertKing-BedUnderground-Parking.h57800041.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=2025-11-01&endDate=2025-11-02®ionId=7371&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Glendale Hotel Reviews ![The Brewhouse Inn & Suites](//images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg) ### The Brewhouse Inn & Suites 10/10 Excellent "Staff was great and the hotel is really cool" [](https://expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) ![The Pfister Hotel](//images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "Classy, beautiful older hotel in good location." [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Motel 6 Milwaukee, WI - Glendale](//images.trvl-media.com/lodging/1000000/10000/7600/7508/1e3a9d2f_y.jpg) ### Motel 6 Milwaukee, WI - Glendale 10/10 Excellent "ILove this property. Near the city, but quiet and serene. Definitely recommend it, very clean facilities and nice staff!" [](https://expedia.ca/Milwaukee-Hotels-Motel-6-Milwaukee.h7508.Hotel-Information) ![Holiday Inn Milwaukee Riverfront by IHG](//images.trvl-media.com/lodging/1000000/10000/3900/3872/5526dd91_y.jpg) ### Holiday Inn Milwaukee Riverfront by IHG 10/10 Excellent "great place" [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![Days Inn & Suites by Wyndham Milwaukee](//images.trvl-media.com/lodging/3000000/2900000/2899900/2899832/448241dd_y.jpg) ### Days Inn & Suites by Wyndham Milwaukee 10/10 Excellent "Great staff all around. The room was clean, breakfast was great, especially the potatoes and pancakes, but ran out of coffee. It was nice to have the bar open in the evening too. " [](https://expedia.ca/Milwaukee-Hotels-Days-Inn-Suites-By-Wyndham-Milwaukee.h2899832.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 "Excellent location " [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Milwaukee-West-Wauwatosa.h1730127.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 "It was great!" [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Potawatomi Hotel & Casino](//images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg) ### Potawatomi Hotel & Casino 10/10 Excellent "Staff was nice and helpful. Not located a great part of the city. Otherwise a great experience " [](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 "We had flight issues, so it was 2:30 a.m. before we checked in, after calling for the shuttle. He was there within 5 minutes & all went smoothly. Great stay." 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