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
Marquette
$646
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Amarillo (AMA) to Milwaukee (MKE)
9/10 Wonderful! (1,370 reviews)
Staying at The Ambassador was like stepping back in time, but in a good way. The Art Deco touches, especially the beautiful elevator doors, were reminiscent of a more glamorous time, but we also appreciated the modern touches - plenty of places to plug in our electronic devices, and luxurious, fluffy towels. Our room was one of the most spacious we’ve ever stayed in, the bed was comfortable, and - while this might sound strange - it was the best smelling hotel I’ve ever been in. It is possible I was bracing myself for the musty smells of an older hotel; I was very pleasantly surprised.
Reviewed on Sep 16, 2026
Kimpton Journeyman Hotel by IHG
Downtown Milwaukee
$838
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Amarillo (AMA) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
Wonderful location in the Third Ward area of Milwaukee. Lots of shopping and restaurants nearby. We walked to the River and to the shore of Lake Michigan - very easy and great views.
Staff was great. Loved the Social Hour!
Reviewed on Sep 9, 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
$629
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Providence (PVD) to Milwaukee (MKE)
9.6/10 Exceptional! (2,244 reviews)
I loved the Pfister. It has everything to feel comfortable and pampered
Reviewed on Sep 15, 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Marquette
$688
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9/10 Wonderful! (1,370 reviews)
Staying at The Ambassador was like stepping back in time, but in a good way. The Art Deco touches, especially the beautiful elevator doors, were reminiscent of a more glamorous time, but we also appreciated the modern touches - plenty of places to plug in our electronic devices, and luxurious, fluffy towels. Our room was one of the most spacious we’ve ever stayed in, the bed was comfortable, and - while this might sound strange - it was the best smelling hotel I’ve ever been in. It is possible I was bracing myself for the musty smells of an older hotel; I was very pleasantly surprised.
Reviewed on Sep 16, 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
$689
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Milwaukee (MKE)
9.6/10 Exceptional! (2,244 reviews)
I loved the Pfister. It has everything to feel comfortable and pampered
Reviewed on Sep 15, 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! (2,269 reviews)
"I loved the Pfister. It has everything to feel comfortable and pampered"
Reviewed on Sep 15, 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 ...
8.8/10 Excellent! (1,006 reviews)
"Just the food has less vegetarian options in the restaurant."
Reviewed on Sep 16, 2026
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.
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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