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.

![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/cc399a7a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Milwaukee

Westown

$466

per person

Jun 8 - Jun 10

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Milwaukee (MKE)

8.4/10 Very Good! (1,126 reviews)

No room service when I told there was. Very rude when asking why. I needed it for my daughter before her tournament, partly why I booked there.

Reviewed on Mar 27, 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

$788

per person

Jun 2 - Jun 6

found 7 hours ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Milwaukee (MKE)

9.2/10 Wonderful! (1,030 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

![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

$680

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Milwaukee (MKE)

9.4/10 Exceptional! (960 reviews)

Room was ok. Had wifi issues when we got to the room. The TV went off-line multiple times. The rooftop bar is very cool.

Reviewed on Mar 31, 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

$598

per person

May 2 - May 4

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Milwaukee (MKE)

9.6/10 Exceptional! (2,039 reviews)

We always stay at the Pfister because of its great location . A few troubles this time. The tv service in our room kept going in and out. Of course someone offered to come and fix it but at the time it wasn’t ideal (already in pajamas). There was also a dirty pillow case on the chair in our room when we first arrived . I also was disappointed there were no locker rooms or other amenities in the spa area. My husband had a massage but was allowed a 10 minute shower afterwards, then had to vacate for the next person. Other than that the food was great and the staff other than one snippy waitress was superb.

Reviewed on Mar 30, 2026

![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

$537

per person

May 2 - May 4

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Milwaukee (MKE)

9/10 Wonderful! (1,302 reviews)

I wasn’t informed of any breakfast and the hot tub needs to be checkout because you don’t feel the jets guest service was excellent and the parking is a tad bit far

Reviewed on Mar 31, 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/2026-05-02/2026-05-09/?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 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

$704

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Milwaukee (MKE)

9.6/10 Exceptional! (2,039 reviews)

We always stay at the Pfister because of its great location . A few troubles this time. The tv service in our room kept going in and out. Of course someone offered to come and fix it but at the time it wasn’t ideal (already in pajamas). There was also a dirty pillow case on the chair in our room when we first arrived . I also was disappointed there were no locker rooms or other amenities in the spa area. My husband had a massage but was allowed a 10 minute shower afterwards, then had to vacate for the next person. Other than that the food was great and the staff other than one snippy waitress was superb.

Reviewed on Mar 30, 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

$756

per person

Jun 4 - Jun 7

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Milwaukee (MKE)

9.2/10 Wonderful! (1,030 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/cc399a7a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Milwaukee

Westown

$815

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Milwaukee (MKE)

8.4/10 Very Good! (1,126 reviews)

No room service when I told there was. Very rude when asking why. I needed it for my daughter before her tournament, partly why I booked there.

Reviewed on Mar 27, 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/2026-05-02/2026-05-09/?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.

![Sheraton Milwaukee Brookfield Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9488/w3995h2667x0y0-0e2042cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sheraton Milwaukee Brookfield Hotel

$451

per person

May 20 - May 24

found 3 hours ago

Roundtrip non-stop flight included

Lafayette (LFT) to Milwaukee (MKE)

8.4/10 Very Good! (618 reviews)

Hotel wasn’t the cleanest. Room was cleaner than the hall ways and elevators areas.

Reviewed on Mar 31, 2026

![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/cc399a7a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Milwaukee

Westown

$604

per person

May 8 - May 12

found 23 hours ago

Roundtrip flight included

New York (NYC) to Milwaukee (MKE)

8.4/10 Very Good! (1,126 reviews)

No room service when I told there was. Very rude when asking why. I needed it for my daughter before her tournament, partly why I booked there.

Reviewed on Mar 27, 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

$796

per person

May 8 - May 12

found 23 hours ago

Roundtrip flight included

New York (NYC) to Milwaukee (MKE)

9.2/10 Wonderful! (1,030 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/2026-05-02/2026-05-09/?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! (2,123 reviews)

BREAKFAST WAS GOOD. CLEAN FRIENDLY PLACE. WALKING DISTANCES TO MANY PLACES AND SAFE.

Reviewed on Apr 1, 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! (2,040 reviews)

It really bothered me that you offer no complimentary coffee in the lobby. You gave me a glass of champaign when i got there. But either had to make my own, or go to Starbucks for coffee. Weird.

Reviewed on Apr 1, 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! (1,318 reviews)

I wasn’t informed of any breakfast and the hot tub needs to be checkout because you don’t feel the jets guest service was excellent and the parking is a tad bit far

Reviewed on Mar 31, 2026

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

[See all 2,427 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

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