Southeast Wisconsin Pet-friendly Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 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 Southeast Wisconsin

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

Hilton Milwaukee

Westown

$476

per person

Nov 11 - Nov 13

found 14 hours ago

Roundtrip non-stop flight included

San Jose (SJC) to Milwaukee (MKE)

8.6/10 Excellent! (1,201 reviews)

Room was very nice! Restaurant was great and priced fairly. Staff were wonderful. Definitely would stay here again

Reviewed on Sep 2, 2026

The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$720

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Detroit (DTT) to Milwaukee (MKE)

9.6/10 Exceptional! (2,229 reviews)

The Iron Horse Hotel

Fifth Ward

$511

per person

Nov 11 - Nov 13

found 14 hours ago

Roundtrip non-stop flight included

San Jose (SJC) to Milwaukee (MKE)

9.2/10 Wonderful! (1,305 reviews)

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette

$662

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Detroit (DTT) to Milwaukee (MKE)

9/10 Wonderful! (1,361 reviews)

Kimpton Journeyman Hotel by IHG

Downtown Milwaukee

$722

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Fayetteville (XNA) to Milwaukee (MKE)

9.4/10 Exceptional! (1,000 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southeast Wisconsin

View all trips

3 Night Pet-friendly vacations in Southeast Wisconsin

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

The Iron Horse Hotel

Fifth Ward

$568

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Milwaukee (MKE)

9.2/10 Wonderful! (1,305 reviews)

The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$784

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Milwaukee (MKE)

9.6/10 Exceptional! (2,229 reviews)

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette

$714

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Milwaukee (MKE)

9/10 Wonderful! (1,361 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southeast Wisconsin

View all trips

4 Night Pet-friendly vacations in Southeast Wisconsin

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

Sheraton Milwaukee Brookfield Hotel

$489

per person

Oct 7 - Oct 11

found 22 hours ago

Roundtrip flight included

Washington (WAS) to Milwaukee (MKE)

8.4/10 Very Good! (1,139 reviews)

The Pfister Hotel

Downtown Milwaukee

$808

per person

Nov 25 - Nov 29

found 15 hours ago

Roundtrip flight included

Atlanta (ATL) to Milwaukee (MKE)

9.6/10 Exceptional! (2,229 reviews)

The Iron Horse Hotel

Fifth Ward

$786

per person

Oct 15 - Oct 19

found 13 hours ago

Roundtrip non-stop flight included

Huntsville (HSV) to Milwaukee (MKE)

9.2/10 Wonderful! (1,305 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southeast Wisconsin

View all trips

Top Pet-friendly Southeast Wisconsin Hotels

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

7 min drive from American Family Field

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 ...

Grand Geneva Resort & Spa

7036 Grand Geneva Wy Lake Geneva WI

1 hour drive from American Family Field

This family-friendly, lakefront resort welcomes dogs (fees apply) with pet-friendly perks such as food and water bowls. While you're here, explore nearby hiking ...

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI

6 min drive from American Family Field

Hiking and biking trails are ready for you to explore near this city-center hotel, where dogs can stay for an additional fee.

See all 2,491 properties in Southeast 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.