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
Price was $540, price is now $474 per person
$474
per person
Feb 26 - Mar 1
found 1 hour ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
9/10 Wonderful! (1,241 reviews)
The rooms are very clean and soundproof so I Hurd little to no noise the entire stay, would recommend
Reviewed on Jan 18, 2026
The Iron Horse Hotel
Fifth Ward
Price was $783, price is now $633 per person
$633
per person
Feb 26 - Mar 1
found 1 hour ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
Breakfast came in a timely fashion and the food was great. Best bacon I’ve eaten in awhile.
Reviewed on Jan 20, 2026
The Pfister Hotel
Downtown Milwaukee
Price was $749, price is now $618 per person
$618
per person
Feb 26 - Mar 1
found 1 hour ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
9.6/10 Exceptional! (1,786 reviews)
With extra frigid cold weather, we didn’t need to leave the hotel. Enough to keep us busy, relax in the lobby by the fireplace and play cards, great restaurants, a spa and a gym… they had it all. We ate at Mason Street Grill and the Lobby lounge as well as the cafe for breakfast. All the food was amazing, service was spectacular and it was a better than expected stay
Reviewed on Jan 26, 2026
Kimpton Journeyman Hotel by IHG
Downtown Milwaukee
Price was $627, price is now $583 per person
$583
per person
Feb 26 - Mar 1
found 1 hour ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
9.4/10 Exceptional! (925 reviews)
Definitely “overrated”! Expectation shattered! Very expensive! Facility is old and worn and could use updating. Location will be nice very soon following construction. Close to the River Walk which is nice weather permitting.
Reviewed on Oct 21, 2025
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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
Price was $749, price is now $618 per person
$618
per person
Feb 26 - Mar 1
found 1 hour ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
9.6/10 Exceptional! (1,786 reviews)
With extra frigid cold weather, we didn’t need to leave the hotel. Enough to keep us busy, relax in the lobby by the fireplace and play cards, great restaurants, a spa and a gym… they had it all. We ate at Mason Street Grill and the Lobby lounge as well as the cafe for breakfast. All the food was amazing, service was spectacular and it was a better than expected stay
Reviewed on Jan 26, 2026
The Iron Horse Hotel
Fifth Ward
Price was $783, price is now $633 per person
$633
per person
Feb 26 - Mar 1
found 1 hour ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
Breakfast came in a timely fashion and the food was great. Best bacon I’ve eaten in awhile.
Reviewed on Jan 20, 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.
Sheraton Milwaukee Brookfield Hotel
Price was $609, price is now $519 per person
$519
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Milwaukee (MKE)
8.4/10 Very Good! (500 reviews)
Staff not too friendly. Didn't speak at all when walking past them. Hotel was good.
Reviewed on Jan 24, 2026
The Pfister Hotel
Downtown Milwaukee
Price was $820, price is now $688 per person
$688
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Milwaukee (MKE)
9.6/10 Exceptional! (1,786 reviews)
With extra frigid cold weather, we didn’t need to leave the hotel. Enough to keep us busy, relax in the lobby by the fireplace and play cards, great restaurants, a spa and a gym… they had it all. We ate at Mason Street Grill and the Lobby lounge as well as the cafe for breakfast. All the food was amazing, service was spectacular and it was a better than expected stay
Reviewed on Jan 26, 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
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 ...
9.4/10 Exceptional! (1,920 reviews)
With extra frigid cold weather, we didn’t need to leave the hotel. Enough to keep us busy, relax in the lobby by the fireplace and play cards, great restaurants, a spa and a gym… they had it all. We ate at Mason Street Grill and the Lobby lounge as well as the cafe for breakfast. All the food was ...
Reviewed on Jan 26, 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! (1,006 reviews)
Decorations were beautiful and the fruit water!!!!
Reviewed on Jan 24, 2026
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 Cathedral Square is a good place to stretch your legs if you need a ...
9.6/10 Exceptional! (2,026 reviews)
The room was great, the staff was great, the parking was convenient, the location was great, the breakfast and afternoon meals were great!
Reviewed on Jan 24, 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.