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 Iron Horse Hotel
Fifth Ward
$877
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Columbia (CAE) to Milwaukee (MKE)
9.2/10 Wonderful! (1,291 reviews)
We loved the Iron Horse Hotel! It was very clean, beautiful and perfect in every way. We liked that we could walk to the HD museum and that we could park our motorcycles for free. We loved the restaurant.
Reviewed on Aug 22, 2026
Hilton Milwaukee
Westown
$866
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Gulfport (GPT) to Milwaukee (MKE)
8.6/10 Excellent! (1,183 reviews)
We rented two rooms for our group. The layouts were very different. One was definitely more functional than the other. I was disappointed at the lack of dresser storage space... I don't like living out of a suitcase. But all of us commented on how clean the hotel was. We were able to walk around in our rooms and also the hallway wearing white socks and they remained white! Unfortunately I forgot a couple of items in the room after we checked out and I'm still waiting to hear back on if my items can be retrieved. So that is disappointing.
Reviewed on Aug 18, 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 Iron Horse Hotel
Fifth Ward
$607
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Milwaukee (MKE)
9.2/10 Wonderful! (1,291 reviews)
We loved the Iron Horse Hotel! It was very clean, beautiful and perfect in every way. We liked that we could walk to the HD museum and that we could park our motorcycles for free. We loved the restaurant.
Reviewed on Aug 22, 2026
Hilton Milwaukee
Westown
$866
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Gulfport (GPT) to Milwaukee (MKE)
8.6/10 Excellent! (1,183 reviews)
We rented two rooms for our group. The layouts were very different. One was definitely more functional than the other. I was disappointed at the lack of dresser storage space... I don't like living out of a suitcase. But all of us commented on how clean the hotel was. We were able to walk around in our rooms and also the hallway wearing white socks and they remained white! Unfortunately I forgot a couple of items in the room after we checked out and I'm still waiting to hear back on if my items can be retrieved. So that is disappointing.
Reviewed on Aug 18, 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.
Chalet Motel Mequon
$369
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
8.6/10 Excellent! (1,002 reviews)
This motel was really clean though dated. The people who run it could not be any nicer. We only paid $104.46 for a nice room with two queens. And, yes, it's in a nice area.
Reviewed on Aug 19, 2026
The Iron Horse Hotel
Fifth Ward
$768
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Milwaukee (MKE)
9.2/10 Wonderful! (1,291 reviews)
We loved the Iron Horse Hotel! It was very clean, beautiful and perfect in every way. We liked that we could walk to the HD museum and that we could park our motorcycles for free. We loved the restaurant.
Reviewed on Aug 22, 2026
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See all available trips from Columbus to Southeast Wisconsin
View all tripsTop Pet-friendly Southeast Wisconsin Hotels
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! (2,235 reviews)
"Very nice hotel rooms very clean and staff was really welcoming"
Reviewed on Aug 22, 2026
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 ...
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
- 6 min drive from American Family Field
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! (1,410 reviews)
"The receptionist was kind and polite, the room was clean and comfortable, and spacious. My plan included a free breakfast. I really enjoyed delicious, and well prepared meal and a great cup of coffee. It showed me the true caliber of Hyatt Hotels."
Reviewed on Aug 21, 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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