Southwest Wisconsin Pet-friendly Vacations

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

Photo by Inbal Arieh
  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 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 vacation packages in Southwest Wisconsin

Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Madison

Graduate by Hilton Madison

Downtown Madison
¥291,216
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Madison (MSN)
9/10 Wonderful! (1,003 reviews)
Restaurant was not open on the one night we stayed and they had a small coffee shop. It’s a smaller lobby and public areas than a normal graduate hotel.

Reviewed on Aug 24, 2026

The Edgewater

The Edgewater

Downtown Madison
¥321,937
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Madison (MSN)
9.4/10 Exceptional! (1,007 reviews)
Don't see what you're looking for?
See all available trips from Osaka to Southwest Wisconsin
View all trips

3 Night Pet-friendly vacations in Southwest Wisconsin

Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Madison

Graduate by Hilton Madison

Downtown Madison
¥291,216
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Madison (MSN)
9/10 Wonderful! (1,003 reviews)
Restaurant was not open on the one night we stayed and they had a small coffee shop. It’s a smaller lobby and public areas than a normal graduate hotel.

Reviewed on Aug 24, 2026

The Edgewater

The Edgewater

Downtown Madison
¥321,937
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Madison (MSN)
9.4/10 Exceptional! (1,007 reviews)
Don't see what you're looking for?
See all available trips from Osaka to Southwest Wisconsin
View all trips

Top Pet-friendly Southwest Wisconsin Hotels

La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

5217 E Terrace Dr Madison WI
  • 2 hours drive from Kalahari Indoor Waterpark
Make it a pet-friendly trip and bring along your four-legged friend. Dogs and cats are welcome (fees apply) at this suburban hotel.
La Quinta Inn & Suites by Wyndham Madison American Center
Super 8 by Wyndham Wisconsin Dells

Super 8 by Wyndham Wisconsin Dells

800 County Road H Wisconsin Dells WI
  • 11 min drive from Kalahari Indoor Waterpark
This pet-friendly hotel welcomes dogs (fees apply).
7/10 Good! (1,021 reviews)
"Very good"

Reviewed on Aug 24, 2026

Super 8 by Wyndham Wisconsin Dells
All Star Inn & Suites

All Star Inn & Suites

1311 E. Broadway Wisconsin Dells WI
  • 10 min drive from Kalahari Indoor Waterpark
This family-friendly motel welcomes dogs and cats (fees apply). Bring your four-legged friend with you for a pet-friendly getaway.
9.2/10 Wonderful! (817 reviews)
"Awesome outdoor pool area! Wonderful playground area. Quiet and a little off the beaten path! Will be going back!"

Reviewed on Aug 24, 2026

All Star Inn & Suites
See all 3,856 properties in Southwest Wisconsin
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.