Title: Book the Best Lower East Side 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)[Lower East Side Car Rentals](https://expedia.ca/Car-Rentals-In-Lower-East-Side.d553248635976007409.Car-Rental-Guide)[Lower East Side Vacations](https://expedia.ca/Lower-East-Side.d553248635976007409.Destination-Travel-Guides) ![Charles Allis Art Museum featuring interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/31000/31480-Charles-Allis-Art-Museum.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Lower East Side, WI from CA $293 ![](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 Lower East Side Winery Hotels Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976007409&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976007409&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976007409&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=553248635976007409&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Lower East Side Winery Hotels ![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/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) ![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/28e04e37.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." CA $101 CA $317 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Milwaukee-Hotels-Fast-Wifisanitizednear-Froedtertking-Bedunderground-Parking.h57800049.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) ![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) ![Fireplace](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/a94a9b11.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) ### 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. " CA $168 CA $295 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Milwaukee-Hotels-Kegels-Inn-Studio-Classic-Apartment-3.h40895206.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) ![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) ![Interior](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/56da68b7.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 . " CA $221 CA $504 total includes taxes & fees Oct 21 - Oct 22 [](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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19130000/19129400/19129311/150a4cd9.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 partment 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." CA $236 CA $293 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Cedarburg-Hotels-Premiere-Host-Cedarburg-Wandernhaus-In-Prime-Location-Wo-Cleaning-Fees.h19129311.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 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!" CA $337 CA $672 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Milwaukee-Hotels-Stunning-Brewers-Hill-Retreat-With-2-Bedrooms-1-Bath.h113548005.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/25f4ae00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/dc001f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/fdd4e207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/76bb1e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool Caledonia 9.8/10 Exceptional (212) "Great place to stay! " CA $474 CA $994 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Milwaukee-Hotels-Heated-Pool.h33493116.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) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74490000/74488200/74488113/2f5f7ba8.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) ### Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms Bay View 10/10 Exceptional (20) "Best stay" CA $1,517 CA $2,230 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) ![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/51000000/50730000/50725600/50725537/063edccf.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) ![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 Wauwatosa 9.8/10 Exceptional (20) "Our stay at Dolphin Square was wonderful. It introduced us to Wawutosa which is a wonderful small with great places to eat - shop - walk 😊" CA $101 CA $313 total includes taxes & fees Oct 16 - Oct 17 [](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) ![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/db56297b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725542/a46224dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed - Near Froedtert - Fast WiFi - Underground Parking Wauwatosa 9.0/10 Wonderful (22) "Great place. Great location for me. If you're visit is around Hwy 100, in West Allis or Wauwatosa this is your place." CA $101 CA $315 total includes taxes & fees Oct 17 - Oct 18 [](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=2025-10-29&endDate=2025-10-30®ionId=553248635976007409&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Lower East Side Hotel Reviews ![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) ![The Iron Horse Hotel](//images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg) ### The Iron Horse Hotel 10/10 Excellent "Great reuse of available building. Thoughtful layout with carefully constructed design elements make for a comfortable environment. Nice bar and restaurant spaces lend to an easygoing atmosphere. I’ll be back again when in town next time. " [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.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 "Very cool place. Will come back and definitely recommend " [](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 "Clean room" [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.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 "Everything about this property was better than I imagined " [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information) ![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 "The property was clean, staff was friendly. I would stay there again." 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