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.
The Pfister Hotel
Downtown Milwaukee
Price was $833, price is now $655 per person
$655
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
Beautiful hotel in the perfect location. We had a lovely stay and are looking forward to future visits
Reviewed on Nov 9, 2026
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See all available trips from Columbus to Southeast Wisconsin
View all trips3 Night Pet-friendly vacations in Southeast Wisconsin
Price found within the past 48 hours. Click for updated prices.
The Pfister Hotel
Downtown Milwaukee
Price was $1,097, price is now $825 per person
$825
per person
Dec 12 - Dec 15
found 4 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
Beautiful hotel in the perfect location. We had a lovely stay and are looking forward to future visits
Reviewed on Nov 9, 2026
Don't see what you're looking for?
See all available trips from Columbus to Southeast Wisconsin
View all trips4 Night Pet-friendly vacations in Southeast Wisconsin
Price found within the past 48 hours. Click for updated prices.
The Pfister Hotel
Downtown Milwaukee
Price was $1,085, price is now $775 per person
$775
per person
Dec 12 - Dec 16
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
Beautiful hotel in the perfect location. We had a lovely stay and are looking forward to future visits
Reviewed on Nov 9, 2026
The Iron Horse Hotel
Fifth Ward
Price was $763, price is now $614 per person
$614
per person
Dec 12 - Dec 16
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)
Thank you again. Iron horse is the place to stay in MIL
Reviewed on Nov 8, 2026
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See all available trips from Columbus to Southeast Wisconsin
View all tripsTop Pet-friendly Southeast Wisconsin Hotels
Grand Geneva Resort & Spa
7036 Grand Geneva Wy Lake Geneva WI
This family-friendly, lakefront resort welcomes dogs (fees apply) with pet-friendly perks such as food and water bowls. While you're here, explore nearby hiking ...
8.8/10 Excellent! (1,003 reviews)
"It's what I"
Reviewed on Nov 9, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
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! (2,295 reviews)
"Beautiful hotel in the perfect location. We had a lovely stay and are looking forward to future visits"
Reviewed on Nov 9, 2026
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Hiking and biking trails are ready for you to explore near this city-center hotel, where dogs can stay for an additional fee.
8.6/10 Excellent! (1,586 reviews)
"Great location, great staff! Will definitely be back!"
Reviewed on Nov 9, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.