
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 $771, price is now $666 per person
$666
per person
Jul 15 - Jul 18
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9/10 Wonderful! (1,322 reviews)
My time at the hotel was great. My room was clean and the bed was very comfy. Everyone there was so nice and friendly from the moment I checked in. The bar was a great place to stop after a long day to have a few drinks and pleasant conversation with the bar tender. The manager, Nikki, was exceptional! She was helpful, friendly and kind. That made my stay an even more memorable experience. If you travel with dogs, she willI give them lots of loving and treats. I will be back and I definitely recommend staying there to anyone looking to visit the Milwaukee area.
Reviewed on May 14, 2026

The Pfister Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,731, price is now $1,213 per person
$1,213
per person
Jul 15 - Jul 18
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9.6/10 Exceptional! (2,095 reviews)
Great experience and memories created during our stay.
Reviewed on May 14, 2026

The Iron Horse Hotel
Fifth Ward
Price was $967, price is now $821 per person
$821
per person
Jul 15 - Jul 18
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9.2/10 Wonderful! (1,099 reviews)
Nice looking rooms, comfy bed, Keurig, but not great pillows. Strangely shallow sink. The worst part was how poorly the loft rooms were insulated for noice. We weren't warned that a massive Derby party was happening in the entire hotel, and the room next to ours stayed up shouting at the top of their lungs until 11:30. We had paid to upgrade to a loft for the high floor, but you could see that the lofted ceiling allowed a crack for noise between rooms. At 9:30 the next morning we tried to check out, but the desk wasn't staffed by anyone who could work the computers. Weird! Would not recommend.
Reviewed on May 12, 2026


Kimpton Journeyman Hotel by IHG
Downtown Milwaukee
Price was $1,205, price is now $1,079 per person
$1,079
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Milwaukee (MKE)
9.4/10 Exceptional! (982 reviews)
Great place and stay. Walking distance to so much fun places.
Reviewed on Apr 3, 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 Iron Horse Hotel
Fifth Ward
Price was $967, price is now $821 per person
$821
per person
Jul 15 - Jul 18
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9.2/10 Wonderful! (1,099 reviews)
Nice looking rooms, comfy bed, Keurig, but not great pillows. Strangely shallow sink. The worst part was how poorly the loft rooms were insulated for noice. We weren't warned that a massive Derby party was happening in the entire hotel, and the room next to ours stayed up shouting at the top of their lungs until 11:30. We had paid to upgrade to a loft for the high floor, but you could see that the lofted ceiling allowed a crack for noise between rooms. At 9:30 the next morning we tried to check out, but the desk wasn't staffed by anyone who could work the computers. Weird! Would not recommend.
Reviewed on May 12, 2026

The Pfister Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,731, price is now $1,213 per person
$1,213
per person
Jul 15 - Jul 18
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9.6/10 Exceptional! (2,095 reviews)
Great experience and memories created during our stay.
Reviewed on May 14, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Avenues West
Price was $1,055, price is now $906 per person
$906
per person
Jun 14 - Jun 17
found 15 hours ago
Roundtrip non-stop flight included
Bangor (BGR) to Milwaukee (MKE)
9/10 Wonderful! (1,322 reviews)
My time at the hotel was great. My room was clean and the bed was very comfy. Everyone there was so nice and friendly from the moment I checked in. The bar was a great place to stop after a long day to have a few drinks and pleasant conversation with the bar tender. The manager, Nikki, was exceptional! She was helpful, friendly and kind. That made my stay an even more memorable experience. If you travel with dogs, she willI give them lots of loving and treats. I will be back and I definitely recommend staying there to anyone looking to visit the Milwaukee area.
Reviewed on May 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.

Sheraton Milwaukee Brookfield Hotel
Price was $707, price is now $567 per person
$567
per person
Jul 18 - Jul 22
found 10 hours ago
Roundtrip flight included
Charlotte (CLT) to Milwaukee (MKE)
8.4/10 Very Good! (775 reviews)
The fitness area could be a bit cleaner. Also, the doors stick as you go in and out of your hotel room…we had adjoining rooms with my mother in law and both doors were tough to open and shut without a lot of strength and patience! But staff was nice to give extra water, coffee, towels, and even a toothbrush!
Reviewed on May 12, 2026

The Iron Horse Hotel
Fifth Ward
Price was $1,337, price is now $1,033 per person
$1,033
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,099 reviews)
Nice looking rooms, comfy bed, Keurig, but not great pillows. Strangely shallow sink. The worst part was how poorly the loft rooms were insulated for noice. We weren't warned that a massive Derby party was happening in the entire hotel, and the room next to ours stayed up shouting at the top of their lungs until 11:30. We had paid to upgrade to a loft for the high floor, but you could see that the lofted ceiling allowed a crack for noise between rooms. At 9:30 the next morning we tried to check out, but the desk wasn't staffed by anyone who could work the computers. Weird! Would not recommend.
Reviewed on May 12, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Avenues West
Price was $1,208, price is now $941 per person
$941
per person
Jul 18 - Jul 22
found 10 hours ago
Roundtrip flight included
Charlotte (CLT) to Milwaukee (MKE)
9/10 Wonderful! (1,322 reviews)
My time at the hotel was great. My room was clean and the bed was very comfy. Everyone there was so nice and friendly from the moment I checked in. The bar was a great place to stop after a long day to have a few drinks and pleasant conversation with the bar tender. The manager, Nikki, was exceptional! She was helpful, friendly and kind. That made my stay an even more memorable experience. If you travel with dogs, she willI give them lots of loving and treats. I will be back and I definitely recommend staying there to anyone looking to visit the Milwaukee area.
Reviewed on May 14, 2026
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

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! (2,195 reviews)
We absolutely loved our stay. The staff was so kind and welcoming. The location of the hotel was perfect for us, with in walking distance to the River walk, local restaurants, bars and cafe’s. We enjoyed their Kickback in the evening, and the breakfast in the morning. So many choices…something for ...
Reviewed on May 14, 2026

The Iron Horse Hotel
500 W Florida Street Milwaukee WI
This family-friendly, city-center hotel welcomes four-legged friends (fees apply) and offers pet-friendly amenities, like food and water bowls. While you're ...
9.2/10 Wonderful! (1,111 reviews)
Nice looking rooms, comfy bed, Keurig, but not great pillows. Strangely shallow sink. The worst part was how poorly the loft rooms were insulated for noice. We weren't warned that a massive Derby party was happening in the entire hotel, and the room next to ours stayed up shouting at the top of their ...
Reviewed on May 12, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
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! (1,324 reviews)
My time at the hotel was great. My room was clean and the bed was very comfy. Everyone there was so nice and friendly from the moment I checked in. The bar was a great place to stop after a long day to have a few drinks and pleasant conversation with the bar tender. The manager, Nikki, was exceptional! ...
Reviewed on May 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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