Title: Downtown Pewaukee Vacation Packages & Trips 2025 from CA $1,004 | Expedia.ca [Downtown Pewaukee Travel Guide](https://expedia.ca/Milwaukee-Downtown-Pewaukee.dx952517736859336704)[Hotels in Downtown Pewaukee](https://expedia.ca/Downtown-Pewaukee-Hotels.d952517736859336704.Travel-Guide-Hotels)[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)[Downtown Pewaukee Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Pewaukee.d952517736859336704.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Downtown Pewaukee Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Downtown Pewaukee Price found within the past 48 hours. Click for updated prices. ![Aloft Milwaukee Downtown](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/a4ecab56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aloft Milwaukee Downtown Westown CA $1,004 per person Dec 12 - Dec 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 8.6/10 Excellent! (1,016 reviews) The room was very clean and staff was very professional Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YYZ&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3044539&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TRs2iPqeLX00ZAqOhfBlixvG-13nZg9pyjsN6OJz51G1) ![Kinn Guesthouse Bay View](https://images.trvl-media.com/lodging/21000000/20240000/20233300/20233264/4e3a3faa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinn Guesthouse Bay View Bay View CA $1,117 per person Dec 12 - Dec 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 9.6/10 Exceptional! (418 reviews) Great location. Easy check in and clean room. Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YYZ&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20233264&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TRs2iPqeLX00ZAqOhfBlixsxl2WKraODXtXhqeVDwie5) ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward CA $1,116 per person Dec 12 - Dec 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 9.2/10 Wonderful! (1,028 reviews) Great boutique hotel in Milwaukee - would highly recommend Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YYZ&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2097106&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TRs2iPqeLX00ZAqOhfBlixtJOLKZ5YkLipXa5MJ1RmbD) ![The Brewhouse Inn & Suites](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Brewhouse Inn & Suites Westown CA $1,071 per person Dec 12 - Dec 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 9.4/10 Exceptional! (1,013 reviews) The property and rooms are beautiful, especially if you are a beer enthusiast as the building is the former Pabst historic brewhouse. The surrounding area takes advantage of this theme, including breweries within a stone’s throw of the hotel. Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YYZ&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=7084340&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TRs2iPqeLX00ZAqOhfBlixvMOcXKQImJl5Y3nnFpKNZw) ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Pfister Hotel Downtown Milwaukee CA $1,195 per person Dec 12 - Dec 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 9.6/10 Exceptional! (1,771 reviews) The property was beautiful.The history all around was breathtaking.The lobby was gorgeous all the old world charm.The details on the fireplace.I loved it!The staff was friendly and attentive. Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YYZ&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19467&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TRs2iPqeLX00ZAqOhfBlixsVgw0F5t62bY1Fo2GrWRqE) ## Where to stay in Downtown Pewaukee Find the best Downtown Pewaukee areas and neighborhoods for the activities you enjoy most. [Learn more about Downtown Pewaukee](https://expedia.ca/Milwaukee-Downtown-Pewaukee.dx952517736859336704) ![Milwaukee](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/219000/219557-Milwaukee.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Milwaukee Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system. [Find hotel + flight trips in Downtown Milwaukee](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Milwaukee&DestID=6059651&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Milwaukee County Zoo which includes zoo animals and dangerous animals as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/31000/31457-Milwaukee-County-Zoo.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Wauwatosa 2 out of top 10 points of interest in this area Wauwatosa is known for its abundant dining options, and you can plan a trip to Milwaukee County Zoo and Mayfair Mall while you're in town. [Find hotel + flight trips in Wauwatosa](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Wauwatosa&DestID=6059657&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Milwaukee Art Museum](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/219000/219539-Milwaukee.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### East Town 4.5/5(18 area reviews) East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Veteran's Park. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop. [Find hotel + flight trips in East Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Town&DestID=6338567&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Milwaukee Public Library which includes interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/31000/31500-Milwaukee-Public-Library.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Westown 1 out of top 10 points of interest in this area 4/5(8 area reviews) While visiting Westown, you might make a stop by sights like Miller High Life Theatre and Milwaukee Public Museum. [Find hotel + flight trips in Westown](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Westown&DestID=553248635976470851&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Historic Third Ward](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/220000/220065-Historic-Third-Ward.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic Third Ward 5/5(1 area review) Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop. [Find hotel + flight trips in Historic Third Ward](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Third%20Ward&DestID=6334279&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Downtown Pewaukee Hotel Deals ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Potawatomi Hotel & Casino 1611 West Canal Street, Milwaukee, WI Fully refundableReserve now, pay when you stay CA $192 CA $226 total Nov 4 - Nov 5 includes taxes & fees 9/10 Wonderful! (1,388 reviews) Great view of the Lake Reviewed on Oct 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=8474917&PinnedHotelID=8474917&HadPinnedHotel=true®ionId=952517736859336704) ![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/cc399a7a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Milwaukee 509 W Wisconsin Ave, Milwaukee, WI Fully refundableReserve now, pay when you stay CA $119 CA $141 total Nov 16 - Nov 17 includes taxes & fees 8.2/10 Very Good! (1,089 reviews) Parking structure isn’t attached to the building so there’s a 0.5-1 block walk. You also have to pay $38/night. Very clean and looks nice for the most part but the interior elevator wall handle was broken and dangling. Also a section of the hotel, I think an eatery, was taped off with black plastic ... Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=6090&PinnedHotelID=6090&HadPinnedHotel=true®ionId=952517736859336704) ![Drury Plaza Hotel Milwaukee Downtown](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Drury Plaza Hotel Milwaukee Downtown 700 N. Water Street, Milwaukee, WI Fully refundableReserve now, pay when you stay CA $153 CA $181 total Nov 26 - Nov 27 includes taxes & fees 9.6/10 Exceptional! (1,943 reviews) The staff is 10/10!! Great room. Lots to do in the area. The kick back hour and bar were fun. The room was spacious and clean. Reviewed on Oct 23, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F11%2F2025&endDate=27%2F11%2F2025&selected=32501737&PinnedHotelID=32501737&HadPinnedHotel=true®ionId=952517736859336704) [See all 1,089 properties in Downtown Pewaukee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=31%2F10%2F2025&endDate=01%2F11%2F2025®ionId=952517736859336704) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Downtown Pewaukee ![Harley-Davidson Museum featuring interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54544-Harley-Davidson-Museum-Milwaukee.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harley-Davidson Museum 5/5(13 reviews) Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours. [](https://expedia.ca/Harley-Davidson-Museum-Milwaukee.d6279040.Vacation-Attraction) ![Milwaukee Art Museum](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/219000/219540-Milwaukee.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Milwaukee Art Museum 5/5(12 reviews) Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building. [](https://expedia.ca/Milwaukee-Art-Museum-East-Town.d6068277.Vacation-Attraction) #### Potawatomi Bingo Casino Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area. [](https://expedia.ca/Potawatomi-Bingo-Casino-Milwaukee.d6335076.Vacation-Attraction) ### Things to do ![Grohmann Museum at Milwaukee School of Engineering](https://mediaim.expedia.com/localexpert/1014613/e2e2dff0-3bca-4049-947d-edf8ec8fd259.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Skip the Line: Museum Admission Ticket - Grohmann Museum CA $7 per adult [](https://expedia.ca/things-to-do/skip-the-line-museum-admission-ticket-grohmann-museum.a1014613.activity-details) ![The Grand Walk: A Self-Guided Audio Tour through Milwaukee](https://mediaim.expedia.com/localexpert/3458981/86be5066-1939-439a-8bf2-ed48f08433ec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Grand Walk: A Self-Guided Audio Tour through Milwaukee CA $13 per adult **80%** of travellers recommend [](https://expedia.ca/things-to-do/the-grand-walk-a-self-guided-audio-tour-through-milwaukee.a3458981.activity-details) ![At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts](https://mediaim.expedia.com/localexpert/44826674/1cb85892-d6aa-4bed-a4d8-8e73fa863666.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures CA $36 per adult [](https://expedia.ca/things-to-do/brew-city-ghosts-macabre-milwaukee-by-us-ghost-adventures.a44826674.activity-details) [See all activities in Milwaukee](https://expedia.ca/things-to-do/search?rid=952517736859336704) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.