Title: Pet-friendly Vacations in Southeast Wisconsin 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6068277/1fe18a15-7f30-4ecc-8164-b72f9b7fcfed.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southeast Wisconsin Pet-friendly Vacations ## 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 ## Flight and Pet-friendly hotel deals in Southeast Wisconsin Price found within the past 48 hours. Click for updated prices. ![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 $1,004 per person Apr 15 - Apr 18 found 22 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Milwaukee (MKE) 9.6/10 Exceptional! (1,786 reviews) Beautiful hotel! Clean, luxurious and amazing staff. Reviewed on Feb 28, 2026 ![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 $1,027 per person Apr 15 - Apr 18 found 22 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Milwaukee (MKE) 9.2/10 Wonderful! (1,008 reviews) We love staying at the Iron Horse. The location is convenient, rooms are cool, and they have onsite food and drink options. Trendy atmosphere. Reviewed on Mar 1, 2026 ![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/cc399a7a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Milwaukee Westown CA $1,287 per person May 5 - May 7 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Milwaukee (MKE) 8.4/10 Very Good! (1,075 reviews) Everything was lovely. The updates in the lobby are jaw dropping, and the puppies are so cute. Reviewed on Feb 27, 2026 ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham Marquette CA $1,072 per person May 16 - May 19 found 24 hours ago Roundtrip flight included Saskatoon (YXE) to Milwaukee (MKE) 9/10 Wonderful! (1,241 reviews) Recently I stayed at the Ambassador Hotel and overall had a comfortable experience. The location was convenient, and the front desk staff were polite and helpful along with the staff in the Lime Ricky Bar, particularly Scott and Dominique. However, I was disappointed with the maid service. Housekeeping was inconsistent, and the room was not cleaned to the standard I expected for the hotel. Basic tasks such as emptying the trash cans, removing used food containers and used glasses to properly tidying the room was overlooked every day but one. This unfortunately took away from an otherwise pleasant stay. With better attention to housekeeping, this hotel could have provide a much stronger overall experience. Reviewed on Mar 1, 2026 ![Kimpton Journeyman Hotel by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761500/14761437/e63ac3cc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Journeyman Hotel by IHG Downtown Milwaukee CA $1,055 per person May 5 - May 7 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Milwaukee (MKE) 9.4/10 Exceptional! (925 reviews) Beautiful facility. Clean rooms. Friendly staff. Reviewed on Feb 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Southeast Wisconsin [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-02/2026-04-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly holidays in Southeast Wisconsin Price found within the past 48 hours. Click for updated prices. ![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 $1,004 per person Apr 15 - Apr 18 found 22 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Milwaukee (MKE) 9.6/10 Exceptional! (1,786 reviews) Beautiful hotel! Clean, luxurious and amazing staff. Reviewed on Feb 28, 2026 ![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 $1,350 per person May 16 - May 19 found 24 hours ago Roundtrip flight included Saskatoon (YXE) to Milwaukee (MKE) 9.2/10 Wonderful! (1,008 reviews) We love staying at the Iron Horse. The location is convenient, rooms are cool, and they have onsite food and drink options. Trendy atmosphere. Reviewed on Mar 1, 2026 ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham Marquette CA $1,072 per person May 16 - May 19 found 24 hours ago Roundtrip flight included Saskatoon (YXE) to Milwaukee (MKE) 9/10 Wonderful! (1,241 reviews) Recently I stayed at the Ambassador Hotel and overall had a comfortable experience. The location was convenient, and the front desk staff were polite and helpful along with the staff in the Lime Ricky Bar, particularly Scott and Dominique. However, I was disappointed with the maid service. Housekeeping was inconsistent, and the room was not cleaned to the standard I expected for the hotel. Basic tasks such as emptying the trash cans, removing used food containers and used glasses to properly tidying the room was overlooked every day but one. This unfortunately took away from an otherwise pleasant stay. With better attention to housekeeping, this hotel could have provide a much stronger overall experience. Reviewed on Mar 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Southeast Wisconsin [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-02/2026-04-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Pet-friendly Hotels in Southeast Wisconsin ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Pfister Hotel 424 E Wisconsin Ave Milwaukee WI - 7 min drive from American Family Field Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ... 9.6/10 Exceptional! (2,015 reviews) Check in was great. Very friendly. Clean room. Good location. Reviewed on Mar 1, 2026 [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Iron Horse Hotel 500 W Florida Street Milwaukee WI - 5 min drive from American Family Field Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ... 9.2/10 Wonderful! (1,025 reviews) We love staying at the Iron Horse. The location is convenient, rooms are cool, and they have onsite food and drink options. Trendy atmosphere. Reviewed on Mar 1, 2026 [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![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 - 6 min drive from American Family Field Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ... 9.6/10 Exceptional! (2,088 reviews) Staff was amazing; great room, love the amenities. Reviewed on Mar 1, 2026 [](https://expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) [See all 2,384 properties in Southeast Wisconsin](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6059645) 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. ## More vacations you might like ![](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) ## More Vacations Ideas [Flights to Southeast Wisconsin ](https://expedia.ca/Cheap-Flights-To-Southeast-Wisconsin.d6059645.Travel-Guide-Flights)[ Southeast Wisconsin Hotels ](https://expedia.ca/Southeast-Wisconsin-Hotels.d6059645.Travel-Guide-Hotels)[ Southeast Wisconsin Vacation Rentals ](https://expedia.ca/Southeast-Wisconsin-Vacation-Rentals.d6059645.Travel-Guide-VacationRentals)[ Southeast Wisconsin Car Rentals ](https://expedia.ca/Car-Rentals-In-Southeast-Wisconsin.d6059645.Car-Rental-Guide)[ Southeast Wisconsin Vacations ](https://expedia.ca/Southeast-Wisconsin.d6059645.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app