Title: Southeast Wisconsin Pet-friendly Vacations 2026 | Expedia.com ![](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 Pet-friendly Hotel + Flight or Car together to unlock savings ## Top Pet-friendly vacation packages in Southeast Wisconsin Price found within the past 48 hours. Click for updated prices. ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/aab304bc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham Avenues West $676 per person May 15 - May 17 found 1 day ago Roundtrip flight included Philadelphia (PHL) to Milwaukee (MKE) 9/10 Wonderful! (1,301 reviews) Beautiful! Very comfortable stay, and can't wait to visit again. Reviewed on Mar 3, 2026 ![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 $945 per person May 14 - May 17 found 21 hours ago Roundtrip non-stop flight included Houston (HOU) to Milwaukee (MKE) 9.6/10 Exceptional! (2,039 reviews) Employees were phenomenal! The room was perfect for me and my sister and definitely coming back! Reviewed on Mar 11, 2026 ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward $828 per person May 15 - May 17 found 1 day ago Roundtrip flight included Philadelphia (PHL) to Milwaukee (MKE) 9.2/10 Wonderful! (1,027 reviews) The hotel was beautiful. The lobby was very inviting and interesting. The room itself was gorgeous. I love the high ceilings and rustic look with all the exposed wood. The bed was very comfortable and the bathroom super clean and inviting. Reviewed on Mar 8, 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 $711 per person May 15 - May 17 found 1 day ago Roundtrip flight included Philadelphia (PHL) to Milwaukee (MKE) 8.4/10 Very Good! (1,120 reviews) Small, but convenient room perfectly adjacent to the convention center. It had everything I needed, and the cafe on the ground level was a great bonus. Beautiful building, amazing architecture, friendly staff at every turn. Would definitely come back! Reviewed on Mar 10, 2026 ![Kimpton Journeyman Hotel by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761500/14761437/f5a78871_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Journeyman Hotel by IHG Downtown Milwaukee $747 per person May 14 - May 17 found 21 hours ago Roundtrip non-stop flight included Houston (HOU) to Milwaukee (MKE) 9.4/10 Exceptional! (960 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.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly vacations in Southeast Wisconsin Price found within the past 48 hours. Click for updated prices. ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/aab304bc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham Avenues West $773 per person May 15 - May 18 found 13 hours ago Roundtrip flight included Philadelphia (PHL) to Milwaukee (MKE) 9/10 Wonderful! (1,301 reviews) Beautiful! Very comfortable stay, and can't wait to visit again. Reviewed on Mar 3, 2026 ![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 $945 per person May 14 - May 17 found 21 hours ago Roundtrip non-stop flight included Houston (HOU) to Milwaukee (MKE) 9.6/10 Exceptional! (2,039 reviews) Employees were phenomenal! The room was perfect for me and my sister and definitely coming back! Reviewed on Mar 11, 2026 ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward $991 per person May 15 - May 18 found 13 hours ago Roundtrip flight included Philadelphia (PHL) to Milwaukee (MKE) 9.2/10 Wonderful! (1,027 reviews) The hotel was beautiful. The lobby was very inviting and interesting. The room itself was gorgeous. I love the high ceilings and rustic look with all the exposed wood. The bed was very comfortable and the bathroom super clean and inviting. Reviewed on Mar 8, 2026 Don't see what you're looking for? See all available trips from Columbus to Southeast Wisconsin [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Pet-friendly vacations in Southeast Wisconsin Price found within the past 48 hours. Click for updated prices. ![Sheraton Milwaukee Brookfield Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9488/w3995h2667x0y0-0e2042cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton Milwaukee Brookfield Hotel $498 per person May 14 - May 18 found 1 day ago Roundtrip non-stop flight included Tulsa (TUL) to Milwaukee (MKE) 8.4/10 Very Good! (607 reviews) TV and internet intermittent problems. Reviewed on Mar 10, 2026 ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward $679 per person May 19 - May 23 found 17 hours ago Roundtrip flight included Nashville (BNA) to Milwaukee (MKE) 9.2/10 Wonderful! (1,027 reviews) The hotel was beautiful. The lobby was very inviting and interesting. The room itself was gorgeous. I love the high ceilings and rustic look with all the exposed wood. The bed was very comfortable and the bathroom super clean and inviting. Reviewed on Mar 8, 2026 ![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 $1,070 per person May 14 - May 18 found 1 day ago Roundtrip non-stop flight included Tulsa (TUL) to Milwaukee (MKE) 9.6/10 Exceptional! (2,039 reviews) Employees were phenomenal! The room was perfect for me and my sister and definitely coming back! Reviewed on Mar 11, 2026 Don't see what you're looking for? See all available trips from Columbus to Southeast Wisconsin [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Top Pet-friendly Southeast Wisconsin Hotels ![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 Dogs and cats are welcome (fees apply) at this luxury hotel, so bring your four-legged friend along for a pet-friendly, city-center getaway. For a stroll, try ... 9.6/10 Exceptional! (2,016 reviews) Employees were phenomenal! The room was perfect for me and my sister and definitely coming back! Reviewed on Mar 11, 2026 [](https://expedia.com/Milwaukee-Hotels-The-Pfister-Hotel.h19467.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 This pet-friendly, city-center hotel welcomes dogs and cats for an additional fee. Nearby Cathedral Square is a good place to stretch your legs if you need a ... 9.6/10 Exceptional! (2,095 reviews) Room was a good temperature. Staff was friendly. Reviewed on Mar 12, 2026 [](https://expedia.com/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Saint Kate - The Arts Hotel 139 E Kilbourn Ave Milwaukee WI - 6 min drive from American Family Field This pet-friendly, riverfront hotel welcomes dogs for an additional fee. Nearby Cathedral Square is a good place to stretch your legs if you need a walk. 9.8/10 Exceptional! (2,578 reviews) Our room (706) was particularly spacious and had a lovely chaise for reading. Reviewed on Mar 12, 2026 [](https://expedia.com/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) [See all 2,406 properties in Southeast Wisconsin](https://expedia.com/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. 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