Title: Southeast Wisconsin Romantic 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 Romantic Vacations

## Book a Romantic Hotel + Flight or Car together to unlock savings

- ##  
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 Romantic vacation packages in Southeast Wisconsin

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

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Potawatomi Hotel & Casino

Menomonee River Valley

$457

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Washington (WAS) to Milwaukee (MKE)

9/10 Wonderful! (1,357 reviews)

Great stay overall! The rooms were clean, modern, and very comfortable with beautiful city views. The casino floor had a fun, energetic vibe with plenty of gaming options. Dining choices were convenient and the staff was friendly and professional. Close to downtown, which made it easy to explore. Would definitely stay again!

Reviewed on Feb 27, 2026

![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Saint Kate - The Arts Hotel

Downtown Milwaukee

$544

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Washington (WAS) to Milwaukee (MKE)

9.8/10 Exceptional! (2,425 reviews)

Always a great stay at the St Kate!

Reviewed on Mar 1, 2026

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

$610

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Washington (WAS) to Milwaukee (MKE)

9.2/10 Wonderful! (1,008 reviews)

We love staying at the Iron Horse. The location is convenient, rooms are cool, and they have onsite food and drink options. Trendy atmosphere.

Reviewed on Mar 1, 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

$580

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Washington (WAS) to Milwaukee (MKE)

8.4/10 Very Good! (1,075 reviews)

Everything was lovely. The updates in the lobby are jaw dropping, and the puppies are so cute.

Reviewed on Feb 27, 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

$460

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Washington (WAS) to Milwaukee (MKE)

9.6/10 Exceptional! (1,786 reviews)

Beautiful hotel! Clean, luxurious and amazing staff.

Reviewed on Feb 28, 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/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Romantic vacations in Southeast Wisconsin

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

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Potawatomi Hotel & Casino

Menomonee River Valley

$457

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Washington (WAS) to Milwaukee (MKE)

9/10 Wonderful! (1,357 reviews)

Great stay overall! The rooms were clean, modern, and very comfortable with beautiful city views. The casino floor had a fun, energetic vibe with plenty of gaming options. Dining choices were convenient and the staff was friendly and professional. Close to downtown, which made it easy to explore. Would definitely stay again!

Reviewed on Feb 27, 2026

![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Saint Kate - The Arts Hotel

Downtown Milwaukee

$544

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Washington (WAS) to Milwaukee (MKE)

9.8/10 Exceptional! (2,425 reviews)

Always a great stay at the St Kate!

Reviewed on Mar 1, 2026

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

$610

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Washington (WAS) to Milwaukee (MKE)

9.2/10 Wonderful! (1,008 reviews)

We love staying at the Iron Horse. The location is convenient, rooms are cool, and they have onsite food and drink options. Trendy atmosphere.

Reviewed on Mar 1, 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/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Romantic vacations in Southeast Wisconsin

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

![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Saint Kate - The Arts Hotel

Downtown Milwaukee

$581

per person

Apr 1 - Apr 5

just found

Roundtrip non-stop flight included

Indianapolis (IND) to Milwaukee (MKE)

9.8/10 Exceptional! (2,425 reviews)

Always a great stay at the St Kate!

Reviewed on Mar 1, 2026

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Potawatomi Hotel & Casino

Menomonee River Valley

$594

per person

Apr 1 - Apr 5

just found

Roundtrip non-stop flight included

Indianapolis (IND) to Milwaukee (MKE)

9/10 Wonderful! (1,357 reviews)

Great stay overall! The rooms were clean, modern, and very comfortable with beautiful city views. The casino floor had a fun, energetic vibe with plenty of gaming options. Dining choices were convenient and the staff was friendly and professional. Close to downtown, which made it easy to explore. Would definitely stay again!

Reviewed on Feb 27, 2026

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

$860

per person

May 21 - May 25

found 1 day ago

Roundtrip non-stop flight included

San Diego (SAN) to Milwaukee (MKE)

9.2/10 Wonderful! (1,008 reviews)

We love staying at the Iron Horse. The location is convenient, rooms are cool, and they have onsite food and drink options. Trendy atmosphere.

Reviewed on Mar 1, 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/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## How to find a romantic Southeast Wisconsin vacation

####  How can I find the best Southeast Wisconsin vacation packages for couples? 

 To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing. 

####  How can I find cheap Southeast Wisconsin romantic packages for two? 

 For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of . 

####  How can I plan a great romantic trip to Southeast Wisconsin? 

 Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two. 

####  How much is a trip for two to Southeast Wisconsin? 

 Put a price on love with stunning deals for duos starting at just $457\. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply. 

####  Can I book Southeast Wisconsin spa packages for couples? 

 Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match. 

####  What’s the best time of year for a romantic vacation in Southeast Wisconsin? 

 Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience. 

####  How can I book romantic weekend getaway packages in Southeast Wisconsin? 

 To book a loved-up break in Southeast Wisconsin, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation). 

####  Can I book a romantic trip to Southeast Wisconsin with free cancellation and/or flexible dates? 

 The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options. 

####  Why should I book my Southeast Wisconsin romantic holiday with Expedia? 

 If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection? 

## Top Romantic Southeast Wisconsin Hotels

![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

You and your special someone are sure to love the

9.6/10 Exceptional! (2,015 reviews)

Couples like: full-service spa, couples spa treatments, bar, hot tub

Travelers say...

Check in was great. Very friendly. Clean room. Good location.

Reviewed on Mar 1, 2026

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

![Lake Lawn Resort](https://images.trvl-media.com/lodging/1000000/40000/34500/34462/0704dc76_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Lake Lawn Resort

2400 E Geneva St Delavan WI

- 1 hour drive from American Family Field

A spa, a garden, and a hot tub await couples visiting this romantic resort. The property also offers poolside dining, a lobby fireplace, and a lakeside ...

9/10 Wonderful! (1,001 reviews)

Couples like: full-service spa, couples spa treatments, poolside dining, hot tub

Travelers say...

The staff was great, attentive and helpful. I would say the room needs to be cleaner. We had cobwebs in the bathroom which resulted in killing a few spiders

Reviewed on Feb 22, 2026

[](https://expedia.com/Lake-Geneva-Hotels-Lake-Lawn-Resort.h34462.Hotel-Information)

![Hotel Metro, Autograph Collection](https://images.trvl-media.com/lodging/1000000/110000/106200/106144/bc64591b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Metro, Autograph Collection

411 E Mason St Milwaukee WI

- 7 min drive from American Family Field

Love is in the air at this boutique hotel, featuring a garden, a lobby fireplace, and Egyptian cotton sheets. Couples will love the rooftop terrace and Art Deco ...

[](https://expedia.com/Milwaukee-Hotels-Hotel-Metro.h106144.Hotel-Information)

[See all 2,384 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)[

Car Rentals in Southeast Wisconsin

](https://expedia.com/Car-Rentals-In-Southeast-Wisconsin.d6059645.Car-Rental-Guide)[

Southeast Wisconsin Vacations

](https://expedia.com/Southeast-Wisconsin.d6059645.Destination-Travel-Guides)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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