Southeast Wisconsin Romantic Holidays

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

    deals illustration

    Better together

    Save up to £335 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

How to find a romantic Southeast Wisconsin holiday

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

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Southeast Wisconsin. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Southeast Wisconsin romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Southeast Wisconsin that start from . Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Southeast Wisconsin romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Southeast Wisconsin?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Southeast Wisconsin?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Southeast Wisconsin that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

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

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

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

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic Southeast Wisconsin Hotels

The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
  • 7 min drive from American Family Field
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the bar and the helpful staff in their ...
9.4/10 Exceptional! (1,663 reviews)

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

Travellers say...
"Beautiful old hotel. Gorgeous room"

Reviewed on 13 Jul 2025

The Pfister Hotel
Lake Lawn Resort
Lake Lawn Resort
3.5 out of 5
2400 E Geneva St, Delavan, WI
  • 1 hour drive from American Family Field
Stay at this 3.5-star beach resort in Delavan. Enjoy free parking, an outdoor pool and a full-service spa. Our guests praise the pool and the bar in their reviews. ...
8.8/10 Excellent! (1,008 reviews)

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

Travellers say...
"We love staying here. I go to this area for work and bring my mother and teenage daughter. They swim, get their nails done, eat lunch in the on-site restaurant, etc. Then at night we go into Lake Geneva for dinner. We love Lake Lawn!"

Reviewed on 10 Jul 2025

Lake Lawn Resort
Hotel Metro, Autograph Collection
Hotel Metro, Autograph Collection
4 out of 5
411 E Mason St, Milwaukee, WI
  • 7 min drive from American Family Field
Stay at this 4-star boutique hotel in Milwaukee. Enjoy free Wi-Fi, a rooftop terrace and a fitness centre. Popular attractions Milwaukee Art Museum and Fiserv ...
8.2/10 Very Good! (1,002 reviews)
Great hotel and location
"Nice hotel and area. Super clean and well taken care of."

Reviewed on 9 Jul 2025

Hotel Metro, Autograph Collection
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.

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.