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

$459

per person

Sep 19 - Sep 21

found 20 hours ago

Roundtrip non-stop flight included

Hays (HYS) to Milwaukee (MKE)

8.6/10 Excellent! (1,183 reviews)

The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$623

per person

Sep 17 - Sep 19

found 3 hours ago

Roundtrip non-stop flight included

Providence (PVD) to Milwaukee (MKE)

9.6/10 Exceptional! (2,200 reviews)

The Iron Horse Hotel

Fifth Ward

$731

per person

Oct 15 - Oct 18

found 3 hours ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

9.2/10 Wonderful! (1,267 reviews)

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette

$644

per person

Sep 15 - Sep 20

found 10 hours ago

Roundtrip non-stop flight included

Seattle (SEA) to Milwaukee (MKE)

9/10 Wonderful! (1,362 reviews)

Good experience overall !

Reviewed on Aug 14, 2026

Kimpton Journeyman Hotel by IHG

Downtown Milwaukee

$962

per person

Oct 15 - Oct 19

found 16 hours ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9.4/10 Exceptional! (1,002 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 Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$676

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip flight included

Denver (DEN) to Milwaukee (MKE)

9.6/10 Exceptional! (2,200 reviews)

The Iron Horse Hotel

Fifth Ward

$986

per person

Sep 30 - Oct 3

found 21 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Milwaukee (MKE)

9.2/10 Wonderful! (1,267 reviews)

Kimpton Journeyman Hotel by IHG

Downtown Milwaukee

$1,330

per person

Oct 1 - Oct 4

found 23 hours ago

Roundtrip flight included

New York (LGA) to Milwaukee (MKE)

9.4/10 Exceptional! (1,002 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.

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

$548

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

9.2/10 Wonderful! (213 reviews)

The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$1,363

per person

Sep 16 - Sep 20

found 14 hours ago

Roundtrip non-stop flight included

New Orleans (MSY) to Milwaukee (MKE)

9.6/10 Exceptional! (2,200 reviews)

The Iron Horse Hotel

Fifth Ward

Save 100% on your flight

$617

per person

Oct 15 - Oct 19

found 14 hours ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9.2/10 Wonderful! (1,267 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

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 ...

8.8/10 Excellent! (1,003 reviews)

"Clean rooms, great lobby staff, nice piano bar scene, and live music on Fridays and Saturdays."

Reviewed on Aug 14, 2026

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 ...

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

2308 W Wisconsin Ave Milwaukee WI

28 min walk from American Family Field

Four-legged friends will appreciate the amenities, such as food and water bowls, during their stay (fees apply) at this pet-friendly hotel.

9/10 Wonderful! (1,359 reviews)

"Good experience overall !"

Reviewed on Aug 14, 2026

See all 2,469 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.