Southeast Wisconsin Pet-friendly Vacations
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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
Avenues West
Price was $750, price is now $642 per person
$642
per person
Jul 3 - Jul 5
found 1 hour ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
9/10 Wonderful! (1,329 reviews)
Overall a very pleasant experience! Great location, staff and comfortable and clean! Hotel bar a great place to hang!
Reviewed on May 2, 2026
Hilton Milwaukee
Westown
Price was $899, price is now $719 per person
$719
per person
Jul 10 - Jul 12
just found
Roundtrip flight included
Baltimore (BWI) to Milwaukee (MKE)
8.6/10 Excellent! (1,162 reviews)
This hotel is beautiful, comfortable, and perfectly located. The staff was helpful, and the restaurants onsite are also great!
Reviewed on Apr 26, 2026
Kimpton Journeyman Hotel by IHG
Downtown Milwaukee
Price was $856, price is now $732 per person
$732
per person
Jul 3 - Jul 5
found 1 hour ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
9.4/10 Exceptional! (980 reviews)
Great place and stay. Walking distance to so much fun places.
Reviewed on Apr 3, 2026
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View all trips3 Night Pet-friendly vacations in Southeast Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hilton Milwaukee
Westown
Price was $1,242, price is now $1,071 per person
$1,071
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Milwaukee (MKE)
8.6/10 Excellent! (1,162 reviews)
This hotel is beautiful, comfortable, and perfectly located. The staff was helpful, and the restaurants onsite are also great!
Reviewed on Apr 26, 2026
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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
Save 100% on your flight
Price was $1,276, price is now $837 per person
$837
per person
Jul 11 - Jul 15
found 20 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Milwaukee (MKE)
9.6/10 Exceptional! (2,083 reviews)
Excellent in every way!!
Reviewed on May 2, 2026
Hilton Milwaukee
Westown
Price was $1,235, price is now $937 per person
$937
per person
Jul 20 - Jul 24
found 15 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
8.6/10 Excellent! (1,162 reviews)
This hotel is beautiful, comfortable, and perfectly located. The staff was helpful, and the restaurants onsite are also great!
Reviewed on Apr 26, 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Avenues West
Price was $1,314, price is now $1,065 per person
$1,065
per person
Jul 18 - Jul 22
found 24 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
9/10 Wonderful! (1,329 reviews)
Overall a very pleasant experience! Great location, staff and comfortable and clean! Hotel bar a great place to hang!
Reviewed on May 2, 2026
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View all tripsTop Pet-friendly Southeast Wisconsin Hotels
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
This pet-friendly, city-center hotel welcomes dogs and cats for an additional fee. Nearby Lakeshore State Park is a good place to stretch your legs if you need ...
9.6/10 Exceptional! (2,185 reviews)
The breakfast and happy hour were amazing
Reviewed on May 2, 2026
The Iron Horse Hotel
500 W Florida Street Milwaukee WI
This boutique, city-center hotel welcomes four-legged friends (fees apply) and offers pet-friendly amenities, like food and water bowls. While you're here, hike ...
9.2/10 Wonderful! (1,091 reviews)
Easy to get to. Clean. Nice room.
Reviewed on May 3, 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! (2,087 reviews)
Excellent in every way!!
Reviewed on May 2, 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.
