Wisconsin Pet-friendly Vacations

Book a Pet-friendly Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Pet-friendly Wisconsin Hotels

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
  • 2 hours drive from Lake Michigan
The price is ₩247,703 per night from Apr 3 to Apr 4
₩247,703
₩292,030 total
Apr 3 - Apr 4
includes taxes & 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! (1,028 reviews)
We love staying at the Iron Horse. The location is convenient, rooms are cool, and they have onsite food and drink options. Trendy atmosphere.

Reviewed on Mar 1, 2026

The Iron Horse Hotel
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr Madison WI
  • 4 hours drive from Lake Michigan
The price is ₩104,558 per night from Mar 8 to Mar 9
₩104,558
₩120,765 total
Mar 8 - Mar 9
includes taxes & fees
Make it a pet-friendly trip and bring along your four-legged friend. Dogs and cats are welcome (fees apply) at this suburban hotel.
8.2/10 Very Good! (1,428 reviews)
Clean room

Reviewed on Mar 4, 2026

La Quinta Inn & Suites by Wyndham Madison American Center
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
509 W Wisconsin Ave Milwaukee WI
  • 2 hours drive from Lake Michigan
The price is ₩151,302 per night from Apr 3 to Apr 4
₩151,302
₩178,384 total
Apr 3 - Apr 4
includes taxes & fees
Dogs 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 nearby ...
8.4/10 Very Good! (1,121 reviews)
Only issue is that we could not lower the heat. We were on the 19 floor and temp in room was always 75 degrees

Reviewed on Mar 3, 2026

Hilton Milwaukee
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.