Wisconsin Pet-friendly Vacations
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Top Pet-friendly vacation packages in Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hilton Milwaukee
Westown
Price was $620, price is now $539 per person
$539
per person
Feb 26 - Feb 28
found 20 hours ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
8.4/10 Very Good! (1,075 reviews)
Unique older building with skyway connection to the convention center.
Reviewed on Jan 26, 2026
Kimpton Journeyman Hotel by IHG
Downtown Milwaukee
Price was $747, price is now $702 per person
$702
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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
Graduate by Hilton Madison
Downtown Madison
Price was $1,167, price is now $1,024 per person
$1,024
per person
Feb 27 - Mar 1
found 6 hours ago
Roundtrip non-stop flight included
Honolulu (HNL) to Madison (MSN)
9/10 Wonderful! (1,000 reviews)
Clean and comfortable room; friendly staff. Valet parking made it easy.
Reviewed on Jan 25, 2026
3 Night Pet-friendly vacations in Wisconsin
Price found within the past 48 hours. Click for updated prices.
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 day 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
4 Night Pet-friendly vacations in Wisconsin
Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Madison
Downtown Madison
Price was $858, price is now $710 per person
$710
per person
Apr 10 - Apr 14
found 3 hours ago
Roundtrip flight included
Washington (WAS) to Madison (MSN)
9/10 Wonderful! (1,000 reviews)
Clean and comfortable room; friendly staff. Valet parking made it easy.
Reviewed on Jan 25, 2026
Top Pet-friendly Wisconsin Hotels
Polynesian Hotel & Suites Wisconsin Dells/Lake Delton
857 N Frontage Rd Wisconsin Dells WI
$77 nightly
The price is $86 total per night from Feb 3 to Feb 4
$86 total
Feb 3 - Feb 4
Total with taxes and fees
This family-friendly hotel welcomes dogs (fees apply). Bring your four-legged friend with you for a pet-friendly getaway.
5.8/10 (997 reviews)
Staff was very nice and the room was clean, furniture was very dated and well used. Beds were comfortable, bedding clean. Living room area was very dark with no windows. Shower/tub needs to be replaced. Refrigerator was adequate. Spacious, just needs a little updating.
Reviewed on Dec 31, 2025
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
$150 nightly
The price is $177 total per night from Feb 22 to Feb 23
$177 total
Feb 22 - Feb 23
Total with taxes and fees
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
$152 nightly
The price is $179 total per night from Feb 15 to Feb 16
$179 total
Feb 15 - Feb 16
Total with taxes and fees
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
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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