Title: Southeast Wisconsin Pet-friendly Vacations 2026 | Expedia.com

![](https://images.trvl-media.com/place/6068277/1fe18a15-7f30-4ecc-8164-b72f9b7fcfed.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Southeast Wisconsin Pet-friendly Vacations

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## Top Pet-friendly vacation packages in Southeast Wisconsin

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

![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/aab304bc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Avenues West

$492

per person

May 7 - May 11

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9/10 Wonderful! (1,316 reviews)

Old school very retro but also very clean. Big rooms and very clean and quiet.

Reviewed on Apr 4, 2026

![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Pfister Hotel

Downtown Milwaukee

$771

per person

May 8 - May 10

found 1 day ago

Roundtrip non-stop flight included

Greenville (GSP) to Milwaukee (MKE)

9.6/10 Exceptional! (2,047 reviews)

Perfect location. Nice rooms. Enjoyable stay!

Reviewed on Apr 4, 2026

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

$686

per person

Jun 6 - Jun 9

found 4 hours ago

Roundtrip flight included

Nashville (BNA) to Milwaukee (MKE)

9.2/10 Wonderful! (1,046 reviews)

Hotel was great! The bar was absolutely horrible. I went to the bar on Thursday night around 9pm, it was kind of crowded, took about 10 minutes to order a draft beer, and even longer to get it. When it finally arrived, which took a good ten minutes, the bartender and barback never checked back up on me, even when I had an empty glass in front of me. I flagged down the barback, asked for my check, and waited five minutes. Threw down $5, and left. Friday night, bar had maybe ten people in it at 8pm. After getting the attention of the bartender and barback twice asking to make an order and getting "Just a second, we'll be right with you", I left after 20 minutes. Horrible, horrible service in the bar. I can't recommend it.

Reviewed on Mar 30, 2026

![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/1a7ee24d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Milwaukee

Westown

$702

per person

Jun 17 - Jun 20

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTT) to Milwaukee (MKE)

8.6/10 Excellent! (1,131 reviews)

Excellent hotel, beautiful rooms and great restaurants on site and nearby.

Reviewed on Apr 5, 2026

![Kimpton Journeyman Hotel by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761500/14761437/f5a78871_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kimpton Journeyman Hotel by IHG

Downtown Milwaukee

$871

per person

May 8 - May 10

found 1 day ago

Roundtrip flight included

New York (JFK) to Milwaukee (MKE)

9.4/10 Exceptional! (972 reviews)

Great place and stay. Walking distance to so much fun places.

Reviewed on Apr 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southeast Wisconsin

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-06/2026-05-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly vacations in Southeast Wisconsin

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

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

$686

per person

Jun 6 - Jun 9

found 4 hours ago

Roundtrip flight included

Nashville (BNA) to Milwaukee (MKE)

9.2/10 Wonderful! (1,046 reviews)

Hotel was great! The bar was absolutely horrible. I went to the bar on Thursday night around 9pm, it was kind of crowded, took about 10 minutes to order a draft beer, and even longer to get it. When it finally arrived, which took a good ten minutes, the bartender and barback never checked back up on me, even when I had an empty glass in front of me. I flagged down the barback, asked for my check, and waited five minutes. Threw down $5, and left. Friday night, bar had maybe ten people in it at 8pm. After getting the attention of the bartender and barback twice asking to make an order and getting "Just a second, we'll be right with you", I left after 20 minutes. Horrible, horrible service in the bar. I can't recommend it.

Reviewed on Mar 30, 2026

![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Pfister Hotel

Downtown Milwaukee

$910

per person

May 8 - May 11

found 3 hours ago

Roundtrip flight included

Charlotte (CLT) to Milwaukee (MKE)

9.6/10 Exceptional! (2,047 reviews)

Perfect location. Nice rooms. Enjoyable stay!

Reviewed on Apr 4, 2026

![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/1a7ee24d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Milwaukee

Westown

$702

per person

Jun 17 - Jun 20

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTT) to Milwaukee (MKE)

8.6/10 Excellent! (1,131 reviews)

Excellent hotel, beautiful rooms and great restaurants on site and nearby.

Reviewed on Apr 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southeast Wisconsin

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-06/2026-05-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly vacations in Southeast Wisconsin

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

![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/1a7ee24d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Milwaukee

Westown

Save 100% on your flight

$465

per person

May 7 - May 11

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

8.6/10 Excellent! (1,131 reviews)

Excellent hotel, beautiful rooms and great restaurants on site and nearby.

Reviewed on Apr 5, 2026

![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$769

per person

May 7 - May 11

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9.6/10 Exceptional! (2,047 reviews)

Perfect location. Nice rooms. Enjoyable stay!

Reviewed on Apr 4, 2026

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

Save 100% on your flight

$654

per person

May 7 - May 11

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9.2/10 Wonderful! (1,046 reviews)

Hotel was great! The bar was absolutely horrible. I went to the bar on Thursday night around 9pm, it was kind of crowded, took about 10 minutes to order a draft beer, and even longer to get it. When it finally arrived, which took a good ten minutes, the bartender and barback never checked back up on me, even when I had an empty glass in front of me. I flagged down the barback, asked for my check, and waited five minutes. Threw down $5, and left. Friday night, bar had maybe ten people in it at 8pm. After getting the attention of the bartender and barback twice asking to make an order and getting "Just a second, we'll be right with you", I left after 20 minutes. Horrible, horrible service in the bar. I can't recommend it.

Reviewed on Mar 30, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southeast Wisconsin

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-06/2026-05-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Top Pet-friendly Southeast Wisconsin Hotels

![Drury Plaza Hotel Milwaukee Downtown](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI

- 6 min drive from American Family Field

This pet-friendly, city-center hotel welcomes dogs and cats for an additional fee. Nearby Cathedral Square is a good place to stretch your legs if you need a ...

9.6/10 Exceptional! (2,132 reviews)

Nice option for evening food and breakfast. Staff at front desk and eating area were great. Glen walked us up to park ramp to show how to extend our parking. Good area needs some hand sanitizer stations. That kind of grossed me out. Rooms really clean and nice. Will stay again!

Reviewed on Apr 6, 2026

[](https://expedia.com/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information)

![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

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 ...

9.6/10 Exceptional! (2,050 reviews)

Perfect location. Nice rooms. Enjoyable stay!

Reviewed on Apr 4, 2026

[](https://expedia.com/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information)

![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/aab304bc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

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! (1,325 reviews)

Such a lovely property! From the outside you wouldn't know what a gem it is. It isn't the Pfister and it's not perfect but it is a gem. The staff are wonderful and the vibe is classic. Excellent drinks in the bar, super yummy breakfast in cafe. Had a great king room on 7th floor. Big room, comfy ...

Reviewed on Apr 5, 2026

[](https://expedia.com/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information)

[See all 2,421 properties in Southeast Wisconsin](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6059645)

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.

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## More Vacation Ideas

[Flights to Southeast Wisconsin

](https://expedia.com/Cheap-Flights-To-Southeast-Wisconsin.d6059645.Travel-Guide-Flights)[

Southeast Wisconsin Hotels

](https://expedia.com/Southeast-Wisconsin-Hotels.d6059645.Travel-Guide-Hotels)[

Vacation Rentals in Southeast Wisconsin

](https://expedia.com/Southeast-Wisconsin-Vacation-Rentals.d6059645.Travel-Guide-VacationRentals)[

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