Title: 10 Best Hotels in Hillside, Milwaukee for 2026 | Expedia.ca [Hillside Travel Guide](https://expedia.ca/Milwaukee-Hillside.dx870620351623675904)[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)[Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Hillside.d870620351623675904.Car-Rental-Guide)[Hillside Vacations](https://expedia.ca/Hillside.d870620351623675904.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hotels in Hillside, Milwaukee - ![](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 ## Go beyond your typical stay in Hillside Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Milwaukee%2C+Wisconsin%2C+United+States+of+America®ionId=870620351623675904&latLong=43.052882%2C-87.921794&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&travelerType=family_friendly) Spa [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Milwaukee%2C+Wisconsin%2C+United+States+of+America®ionId=870620351623675904&latLong=43.052882%2C-87.921794&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=SPA_ON_SITE) Pool [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Milwaukee%2C+Wisconsin%2C+United+States+of+America®ionId=870620351623675904&latLong=43.052882%2C-87.921794&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Milwaukee%2C+Wisconsin%2C+United+States+of+America®ionId=870620351623675904&latLong=43.052882%2C-87.921794&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Milwaukee%2C+Wisconsin%2C+United+States+of+America®ionId=870620351623675904&latLong=43.052882%2C-87.921794&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Milwaukee%2C+Wisconsin%2C+United+States+of+America®ionId=870620351623675904&latLong=43.052882%2C-87.921794&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=PETS) Condo [](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Milwaukee%2C+Wisconsin%2C+United+States+of+America®ionId=870620351623675904&latLong=43.052882%2C-87.921794&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=CONDO) ## Check prices for these dates Tonight [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=870620351623675904&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=870620351623675904&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=870620351623675904&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=870620351623675904&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Hillside hotels ![Terrace/patio](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/a876f2c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/7ceebdda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/c2f7bfdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/be89e855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Milwaukee/Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Place-MilwaukeeDowntown.h24180254.Hotel-Information) Westown, 0.8 km from Hillside 9.4/10 Exceptional (1002) "great location and personable staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adriane CA $167 CA $197 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Place-MilwaukeeDowntown.h24180254.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/b3e34ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/bab54485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/1ed7a069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Plaza Hotel Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) Downtown Milwaukee, 1.9 km from Hillside 9.6/10 Exceptional (2001) "Room was clean and staff was very friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $138 CA $162 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/50aef5ef_edited_b657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c3dcfdfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c95b7716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/f9dec740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brewhouse Inn & Suites [](https://www.expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) Westown, 0.8 km from Hillside 9.4/10 Exceptional (1002) "Enjoy the stay very much" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabriel CA $151 CA $177 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) ![3 restaurants, lunch, dinner, brunch served; American cuisine](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/8e2189dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/47cd4a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Iron Horse Hotel [](https://www.expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) Fifth Ward, 2.9 km from Hillside 9.2/10 Wonderful (1003) "Best decor, very clean, staff were wonderful, and VERY pet friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $177 CA $209 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/a4ecab56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/ea51e32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/87144841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/2e068723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Aloft-Milwaukee-Downtown.h3044539.Hotel-Information) Westown, 1 km from Hillside 8.6/10 Excellent (1006) "Staff were very friendly and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mia CA $128 CA $150 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milwaukee-Hotels-Aloft-Milwaukee-Downtown.h3044539.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57460000/57455000/57455000/774b42e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57460000/57455000/57455000/824c4452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57460000/57455000/57455000/abaf9cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/58000000/57460000/57455000/57455000/3d9c1d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Milwaukee Downtown, WI [](https://www.expedia.ca/Milwaukee-Hotels-Tru-By-Hilton-Milwaukee-Downtown.h57455000.Hotel-Information) Downtown Milwaukee, 2.2 km from Hillside 8.2/10 Very good (1000) "Only place we stay in Milwaukee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerstin M CA $109 CA $129 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milwaukee-Hotels-Tru-By-Hilton-Milwaukee-Downtown.h57455000.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/6000000/5260000/5257000/5256901/14c37977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5260000/5257000/5256901/eacf3867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5260000/5257000/5256901/70d98c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/6000000/5260000/5257000/5256901/48372a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Downtown.h5256901.Hotel-Information) Downtown Milwaukee, 2 km from Hillside 9.2/10 Wonderful (1000) "Room was great, convenient location, well-priced. Staff was friendly and helpful. Love that they were able to use an old building so effectively. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $120 CA $142 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Downtown.h5256901.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/1af937df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/bca9a4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/w3840h2558x0y3-d95aa492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pfister Hotel [](https://www.expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) Downtown Milwaukee, 2 km from Hillside 9.6/10 Exceptional (1804) "Ive stayed here many times, never disappointed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) WILLIAM NEIL CA $210 CA $247 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/ebecf7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/220c9a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Potawatomi Hotel & Casino [](https://www.expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information) Menomonee River Valley, 2.6 km from Hillside 9.0/10 Wonderful (1391) "Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) eduardo CA $192 CA $227 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information) ![Deluxe King](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/f7898a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/db9fa566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Parlor](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/2846fb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saint Kate - The Arts Hotel [](https://www.expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) Downtown Milwaukee, 1.5 km from Hillside 9.8/10 Exceptional (2476) "Staff was very attentive and pleasant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $176 CA $208 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/w3835h2563x0y0-19f7c59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/5f807d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/c262b390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/f256b554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Downtown.h19146.Hotel-Information) Westown, 1.6 km from Hillside 9.2/10 Wonderful (1004) "Staff was excellent! They were all very friendly! The rooms were really nice and an excellent value overall." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber CA $134 CA $158 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Downtown.h19146.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/70455db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/50489c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/71b6092f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/f864df0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Milwaukee Airport [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information) 11.8 km from Hillside 8.8/10 Excellent (1216) "Very conveniently located ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shonna CA $122 CA $144 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/40000/39988/523a50df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/40000/40000/39988/8ae4fa36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/40000/39988/29361b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/40000/40000/39988/4711be73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Glendale/Milwaukee [](https://www.expedia.ca/Milwaukee-Hotels-La-Quinta-Inn-By-Wyndham-Milwaukee-Glendale-Hampton-Ave.h39988.Hotel-Information) Glendale, 6.3 km from Hillside 7.8/10 Good (1000) "We stay at this hotel often because my daughter and son-in-law live close to it. It is a comfortable room at a reasonable price. The staff is always friendly, and the breakfast is good. They have put a lot of work into fixing up the place, and it is clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri CA $104 CA $121 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Milwaukee-Hotels-La-Quinta-Inn-By-Wyndham-Milwaukee-Glendale-Hampton-Ave.h39988.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/13000000/12100000/12091400/12091331/d3364164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/13000000/12100000/12091400/12091331/e9417669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/13000000/12100000/12091400/12091331/7f412a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/13000000/12100000/12091400/12091331/2fc1cdcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-SpringHill-Suites-By-Marriott-Milwaukee-Downtown.h12091331.Hotel-Information) Westown, 1.5 km from Hillside 9.0/10 Wonderful (1000) "Room was clean and staff was attentive and welcoming! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Flor CA $133 CA $157 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Milwaukee-Hotels-SpringHill-Suites-By-Marriott-Milwaukee-Downtown.h12091331.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/18000000/17400000/17398600/17398516/a44a4c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17400000/17398600/17398516/f8b2537e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17400000/17398600/17398516/7006673e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17400000/17398600/17398516/67bd703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Milwaukee [](https://www.expedia.ca/Milwaukee-Hotels-The-Westin-Milwaukee.h17398516.Hotel-Information) Downtown Milwaukee, 2.4 km from Hillside 9.0/10 Wonderful (847) "Clean room, great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $170 CA $201 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-The-Westin-Milwaukee.h17398516.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/890000/889400/889344/0f2f3dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Bedroom, City View](https://images.trvl-media.com/lodging/1000000/890000/889400/889344/53346649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/890000/889400/889344/890243bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Bedroom, Lake View | In-room dining](https://images.trvl-media.com/lodging/1000000/890000/889400/889344/71b7851f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Knickerbocker on the Lake [](https://www.expedia.ca/Milwaukee-Hotels-The-Knickerbocker-On-The-Lake.h889344.Hotel-Information) Yankee Hill, 2 km from Hillside 8.6/10 Excellent (1005) "Loved this room and the very friendly staff we will be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittanie CA $133 CA $156 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Milwaukee-Hotels-The-Knickerbocker-On-The-Lake.h889344.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/aab304bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/925af0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/67116033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham [](https://www.expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) Marquette, 2.2 km from Hillside 9.0/10 Wonderful (1262) "Excellent check in staff was so helpful, fun and accommodating… Clean comfortable room Dining wonderful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $101 CA $119 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/037ca399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/43ba647d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/7db864bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/61d13893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Cambria-Hotel-Milwaukee-Downtown.h34963970.Hotel-Information) Westown, 2 km from Hillside 8.2/10 Very good (1000) "Quiet, freshly appointed room. Polite staff. Easy parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen Ellis CA $135 CA $159 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Cambria-Hotel-Milwaukee-Downtown.h34963970.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/f242c78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/48cb2fcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/9811bbaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/8987a2a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-Downtown.h5560572.Hotel-Information) Downtown Milwaukee, 2 km from Hillside 9.0/10 Wonderful (707) "Excellent location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $164 CA $194 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-Downtown.h5560572.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/cf4024e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/f5325e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/1d3b4db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/86a286f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Milwaukee Downtown by IHG [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Milwaukee-Downtown.h57132464.Hotel-Information) Downtown Milwaukee, 2.2 km from Hillside 9.0/10 Wonderful (1000) "Excellent stay and service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn CA $132 CA $156 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Milwaukee-Downtown.h57132464.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=2025-12-27&endDate=2025-12-28®ionId=870620351623675904&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Hillside Hotel Reviews ![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 "Room cleanliness " [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Embassy Suites by Hilton Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/d5967899_y.jpg) ### Embassy Suites by Hilton Milwaukee Brookfield 10/10 Excellent "Everyone was awesome!" [](https://expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.Hotel-Information) ![Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI](https://images.trvl-media.com/lodging/1000000/430000/422900/422851/c50e99ba_y.jpg) ### Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI 10/10 Excellent "Clean and very spacious rooms. Breakfast was good, and staff was very kind." [](https://expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h422851.Hotel-Information) ![Sonesta Select Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/24800/24705/843d85ad_y.jpg) ### Sonesta Select Milwaukee Brookfield 10/10 Excellent "The place is very nice and good price. Things to do right in the hotel. Only complaint is the water was warm not hot for showers and it took a while to even get warm" [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Select-Milwaukee-Brookfield.h24705.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 staff" [](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 "Great ambiance! Loved the view from our room too. " [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg) ### Potawatomi Hotel & Casino 10/10 Excellent "Did not have breakfast " [](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information) ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "Amazing, historic hotel in downtown Milwaukee!" [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Fairfield Inn & Suites by Marriott Milwaukee West](https://images.trvl-media.com/lodging/38000000/37790000/37781100/37781061/399a094f_y.jpg) ### Fairfield Inn & Suites by Marriott Milwaukee West 10/10 Excellent "We were checked in by Angie, the Assistant Manager and that set the tone for our whole stay! The hotel is great - but the staff really does make all the difference! Shout out to Bill too, who made breakfast more than just the food! " [](https://expedia.ca/Milwaukee-Hotels-Fairfield-Inn-Suites-By-Marriott-Milwaukee-West.h37781061.Hotel-Information) ## Frequently asked questions ### What is Hillside like? ### If I need to cancel my hotel reservation in Hillside, will I receive a refund? ### What are the top things to see and do in Hillside? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [2 Star Hotels in Downtown Milwaukee ](https://www.expedia.ca/2Star-Downtown-Milwaukee-Milwaukee-Hotels.s20-n6059651-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Milwaukee ](https://www.expedia.ca/3Star-Milwaukee-Hotels.s30-0-d602647.Travel-Guide-Filter-Hotels) - [Hotels near Baird Center ](https://www.expedia.ca/Baird-Center-Hotels.0-l6068303-0.Travel-Guide-Filter-Hotels) - [Hotels near Best Place at the Historic Pabst Brewery ](https://www.expedia.ca/Best-Place-At-The-Historic-Pabst-Brewery-Hotels.0-l6334048-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Brewers Hill ](https://www.expedia.ca/Brewers-Hill-Milwaukee-Hotels-Cheap-Hotels.0-n6333984-0-tCheapHotels.Travel-Guide-Filter-Hotels) - 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