Plan, book, travel with confidence

Better together

Save up to $1,045 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

Downtown Madison

Save 100% on your flight

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Madison (MSN)

9/10 Wonderful! (1,000 reviews)

Clean facilities, friendly staff, quiet, great location.

Reviewed on Aug 3, 2025

The Edgewater

Downtown Madison

per person

Sep 22 - Sep 25

found 7 hours ago

Roundtrip non-stop flight included

Pensacola (PNS) to Madison (MSN)

9.2/10 Wonderful! (1,001 reviews)

This hotel is on a different level than any place we’ve ever stayed. Absolutely stunning views, dining, amenities. It was just extraordinary!

Reviewed on Aug 11, 2025

Don't see what you're looking for?

See all available trips from Columbus 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

Downtown Madison

Save 100% on your flight

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Madison (MSN)

9/10 Wonderful! (1,000 reviews)

Clean facilities, friendly staff, quiet, great location.

Reviewed on Aug 3, 2025

The Edgewater

Downtown Madison

per person

Sep 22 - Sep 25

found 7 hours ago

Roundtrip non-stop flight included

Pensacola (PNS) to Madison (MSN)

9.2/10 Wonderful! (1,001 reviews)

This hotel is on a different level than any place we’ve ever stayed. Absolutely stunning views, dining, amenities. It was just extraordinary!

Reviewed on Aug 11, 2025

Don't see what you're looking for?

See all available trips from Columbus to Southwest Wisconsin

View all trips

4 Night Pet-friendly vacations in Southwest Wisconsin

Price found within the past 48 hours. Click for updated prices.

Microtel Inn & Suites by Wyndham Madison East

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Madison (MSN)

5.8/10 (1,006 reviews)

Room and accommodations are what was expected. The morning food was not great.

Reviewed on Aug 18, 2025

Graduate by Hilton Madison

Downtown Madison

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Madison (MSN)

9/10 Wonderful! (1,000 reviews)

Clean facilities, friendly staff, quiet, great location.

Reviewed on Aug 3, 2025

Super 8 by Wyndham Madison South

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Madison (MSN)

7/10 Good! (1,008 reviews)

The property is nice and clean the front desk peoples are nice

Reviewed on Aug 15, 2025

Don't see what you're looking for?

See all available trips from Columbus to Southwest Wisconsin

View all trips

Top Pet-friendly Southwest Wisconsin Hotels

Days Inn & Suites by Wyndham Wisconsin Dells

2504 Wisconsin Dells Parkway, Wisconsin Dells, WI

2 hours drive from University of Wisconsin-Madison

Dogs are welcome to join you (fees apply) for a pet-friendly getaway at this family-friendly, city-center hotel.

7/10 Good! (1,509 reviews)

"Great stay. Clean room and close to downtown Dells."

Reviewed on Aug 16, 2025

avid Hotel Wisconsin Dells – Lake Delton by IHG

1273 Kalahari Drive, Baraboo, WI

2 hours drive from University of Wisconsin-Madison

This pet-friendly hotel welcomes dogs and cats (fees apply).

9.2/10 Wonderful! (397 reviews)

"Very clean. Great roof space for groups!"

Reviewed on Aug 15, 2025

Econo Lodge Inn & Suites

833 N Frontage Rd, Wisconsin Dells, WI

2 hours drive from University of Wisconsin-Madison

This pet-friendly hotel welcomes dogs (fees apply).

7.2/10 Good! (1,002 reviews)

"We travel the country and have to say the staff and property were excellent. Special shout out to the staff, always asking us everytime they seen us if everything was good and asked if we needed anything."

Reviewed on Aug 15, 2025

See all 3,789 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.