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.
The Pfister Hotel
Downtown Milwaukee
$1,000
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (2,200 reviews)
The Pfister Hotel in Milwaukee was an exceptional stay from start to finish. The hotel has a rare blend of historic elegance, comfort, and true hospitality that makes it feel like more than just a place to sleep. From the moment I arrived, the property felt polished, timeless, and welcoming, with beautiful details throughout and a level of care that shows.
The location is excellent. It is centrally located, making it easy to enjoy downtown Milwaukee, restaurants, business meetings, and nearby attractions without feeling removed from the city. The hotel itself also offers great dining options, which made the stay even more convenient and enjoyable.
What stood out most was the atmosphere. The Pfister feels refined without being pretentious, historic without feeling outdated, and impressive without trying too hard. The rooms were comfortable, the service was professional, and the entire experience felt thoughtfully managed.
I would highly recommend The Pfister to anyone visiting Milwaukee who wants a hotel with character, elegance, great food, and a prime location. It is a memorable property and one I would gladly return to.
Reviewed on Aug 14, 2026
Kimpton Journeyman Hotel by IHG
Downtown Milwaukee
$962
per person
Oct 15 - Oct 19
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
9.4/10 Exceptional! (1,002 reviews)
We have been staying here for years. The staff, rooms, food are always great. Cute part of town that is walkable and has great restaurants as well.
Reviewed on Aug 14, 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.
The Pfister Hotel
Downtown Milwaukee
$676
per person
Oct 16 - Oct 19
found 16 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
9.6/10 Exceptional! (2,200 reviews)
The Pfister Hotel in Milwaukee was an exceptional stay from start to finish. The hotel has a rare blend of historic elegance, comfort, and true hospitality that makes it feel like more than just a place to sleep. From the moment I arrived, the property felt polished, timeless, and welcoming, with beautiful details throughout and a level of care that shows.
The location is excellent. It is centrally located, making it easy to enjoy downtown Milwaukee, restaurants, business meetings, and nearby attractions without feeling removed from the city. The hotel itself also offers great dining options, which made the stay even more convenient and enjoyable.
What stood out most was the atmosphere. The Pfister feels refined without being pretentious, historic without feeling outdated, and impressive without trying too hard. The rooms were comfortable, the service was professional, and the entire experience felt thoughtfully managed.
I would highly recommend The Pfister to anyone visiting Milwaukee who wants a hotel with character, elegance, great food, and a prime location. It is a memorable property and one I would gladly return to.
Reviewed on Aug 14, 2026
Kimpton Journeyman Hotel by IHG
Downtown Milwaukee
$1,330
per person
Oct 1 - Oct 4
found 11 hours ago
Roundtrip flight included
New York (LGA) to Milwaukee (MKE)
9.4/10 Exceptional! (1,002 reviews)
We have been staying here for years. The staff, rooms, food are always great. Cute part of town that is walkable and has great restaurants as well.
Reviewed on Aug 14, 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.
Don't see what you're looking for?
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
- 1 hour drive from American Family Field
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)
"Clean rooms, great lobby staff, nice piano bar scene, and live music on Fridays and Saturdays."
Reviewed on Aug 14, 2026
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! (2,213 reviews)
"The Pfister Hotel in Milwaukee was an exceptional stay from start to finish. The hotel has a rare blend of historic elegance, comfort, and true hospitality that makes it feel like more than just a place to sleep. From the moment I arrived, the property felt polished, timeless, and welcoming, with ..."
Reviewed on Aug 14, 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
- 28 min walk from American Family Field
Four-legged friends will appreciate the amenities, such as food and water bowls, during their stay (fees apply) at this pet-friendly hotel.
9/10 Wonderful! (1,359 reviews)
"Good experience overall !"
Reviewed on Aug 14, 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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