Title: Book the Best Glendale WINERY Hotels in 2026 | 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) ![City of Milwaukee Wisconsin at Night lakefront lights reflection in lake Michigan](https://images.trvl-media.com/place/7371/5990be44-9607-4448-8b18-7ea94b71094b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Glendale, WI from CA $174 - ![](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 [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=7371&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=7371&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7371&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7371&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Glendale hotels with winery ![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 daily continental breakfast](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 [](https://www.expedia.ca/Port-Washington-Hotels-Country-Inn-Suites-By-Radisson.h663129.Hotel-Information) Port Washington 8.6/10 Excellent (1001) "The breakfast menu was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $141 CA $174 total includes taxes & fees Jan 4 - Jan 5, 2026 [](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) ![Interior](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/98845608.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113550000/113548100/113548005/04880995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath [](https://www.expedia.ca/Milwaukee-Hotels-Stunning-Brewers-Hill-Retreat-With-2-Bedrooms-1-Bath.h113548005.Hotel-Information) 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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nuala J. CA $124 CA $379 total includes taxes & fees Jan 4 - Jan 5, 2026 [](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/112000000/111950000/111945700/111945649/8f5f3b81_edited_aef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111950000/111945700/111945649/694a2b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/112000000/111950000/111945700/111945649/106b3bdf_edited_ddf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111950000/111945700/111945649/b4470642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6 [](https://www.expedia.ca/Milwaukee-Hotels-2bed-15bath-House.h111945649.Hotel-Information) Downtown Milwaukee 10/10 Exceptional (1) "Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen M. CA $144 CA $440 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-2bed-15bath-House.h111945649.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) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/59d7cbaf.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 [](https://www.expedia.ca/Milwaukee-Hotels-Fast-Wifisanitizednear-Froedtertking-Bedunderground-Parking.h57800049.Hotel-Information) 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane H. CA $92 CA $342 total includes taxes & fees Dec 29 - Dec 30 [](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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/577271ba.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) ![Dining](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/60b20d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy [](https://www.expedia.ca/Milwaukee-Hotels-Relax-In-Style-4BR-Milwaukee-Home-Featuring-A-Private-Hot-Tub-Family-Friendly.h120260223.Hotel-Information) Upper East Side 9.2/10 Wonderful (5) "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 . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna M. CA $198 CA $471 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Milwaukee-Hotels-Relax-In-Style-4BR-Milwaukee-Home-Featuring-A-Private-Hot-Tub-Family-Friendly.h120260223.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/7f8fcf7f.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) ### Gift yourself a getaway in 2026 [](https://www.expedia.ca/Cedarburg-Hotels-Premiere-Host-Cedarburg-Wandernhaus-In-Prime-Location-Wo-Cleaning-Fees.h19129311.Hotel-Information) Cedarburg 10/10 Exceptional (195) "Very attentive hosts, fantastic location, extremely clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis R. CA $230 CA $287 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Cedarburg-Hotels-Premiere-Host-Cedarburg-Wandernhaus-In-Prime-Location-Wo-Cleaning-Fees.h19129311.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/e7fc70eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/51ece325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/063edccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/1aa58275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fast WiFi - Underground Parking - King Bed - Near Froedtert [](https://www.expedia.ca/Milwaukee-Hotels-Sanitizedking-Bednear-Froedtertfast-Wifiunderground-Parking.h50725537.Hotel-Information) Wauwatosa 9.8/10 Exceptional (22) "Our stay at Dolphin Square was wonderful. It introduced us to Wawutosa which is a wonderful small with great places to eat - shop - walk 😊" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Ann P. CA $103 CA $349 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Milwaukee-Hotels-Sanitizedking-Bednear-Froedtertfast-Wifiunderground-Parking.h50725537.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725542/c6dcf9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725542/db56297b.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/51000000/50730000/50725600/50725542/d7748a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725542/3350627c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed - Near Froedtert - Fast WiFi - Underground Parking [](https://www.expedia.ca/Milwaukee-Hotels-Near-Froedtertsanitizedfast-Wifiunderground-Parkingking-Bed.h50725542.Hotel-Information) Wauwatosa 9.2/10 Wonderful (23) "Great place. Great location for me. If you're visit is around Hwy 100, in West Allis or Wauwatosa this is your place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert D. CA $92 CA $342 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Near-Froedtertsanitizedfast-Wifiunderground-Parkingking-Bed.h50725542.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=2026-01-11&endDate=2026-01-12®ionId=7371&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Glendale Hotel Reviews ![Motel 6 Milwaukee, WI - Glendale](https://images.trvl-media.com/lodging/1000000/10000/7600/7508/1e3a9d2f_y.jpg) ### Motel 6 Milwaukee, WI - Glendale 10/10 Excellent "Staff was so much better than 13th and college location better customer service skills respect for there customers " [](https://expedia.ca/Milwaukee-Hotels-Motel-6-Milwaukee.h7508.Hotel-Information) ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "The staff is lovely. Courteous, helpful and thoughtful. The room is small but quite nice. Love the pool. " [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Holiday Inn Milwaukee Riverfront by IHG](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/5526dd91_y.jpg) ### Holiday Inn Milwaukee Riverfront by IHG 10/10 Excellent "Friendly front desk person and efficeint " [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![The Brewhouse Inn & Suites](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg) ### The Brewhouse Inn & Suites 10/10 Excellent "Street parking was available. The staff was very helpful " [](https://expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) ![Best Western Plus Milwaukee Airport Hotel & Conference Ctr](https://images.trvl-media.com/lodging/1000000/20000/11900/11861/9f1af6f1_y.jpg) ### Best Western Plus Milwaukee Airport Hotel & Conference Ctr 10/10 Excellent "All of thee above " [](https://expedia.ca/Milwaukee-Hotels-Best-Western-Plus-Milwaukee-Airport-Hotel-Conference-Ctr.h11861.Hotel-Information) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg) ### Saint Kate - The Arts Hotel 10/10 Excellent "Friendly staff. Very nice and clean room. " [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 10/10 Excellent "Staff was great! " [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "Nice hotel. Close to everything." [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg) ### The Iron Horse Hotel 10/10 Excellent "All of above. It was a great night" [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [2 Star Hotels in Shorewood ](https://www.expedia.ca/2Star-Shorewood-Milwaukee-Hotels.s20-n3000462029-0.Travel-Guide-Filter-Hotels) - [Hotels near Atwater Park & Beach ](https://www.expedia.ca/Atwater-Park-Beach-Hotels.0-l553248621532659415-0.Travel-Guide-Filter-Hotels) - [Hotels near Bayshore Town Center ](https://www.expedia.ca/Bayshore-Town-Center-Hotels.0-l553248635056398791-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bayside ](https://www.expedia.ca/Bayside-Agritourism.d6334612-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Bayside ](https://www.expedia.ca/Bayside-Apart-Hotels.d6334612-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bayside ](https://www.expedia.ca/Bayside-Bed-And-Breakfast.d6334612-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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