Wisconsin Romantic Holidays

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    Packages with flights are ATOL protected

Top flight + Romantic hotel deals in Wisconsin

Price found within the past 48 hours. Click for updated prices.
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
The Pfister Hotel
The Iron Horse Hotel
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How to find a romantic Wisconsin holiday

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

Use our easy-to-use holiday search tools to plan your most-romantic getaway to 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 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 Wisconsin that start from £903. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a 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 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 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 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 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 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 Wisconsin Hotels

The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
  • 3 hours drive from University of Wisconsin-Madison
The price is £160 per night from 31 Jul to 1 Aug
£160
31 Jul - 1 Aug
includes taxes & fees
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! (1,654 reviews)

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

Travellers say...
"Great location! Love the atmosphere and history. Walkable to summerfest."

Reviewed on 4 Jul 2025

The Pfister Hotel
Scandinavian Lodge
Scandinavian Lodge
3.5 out of 5
10506 State HWY 57, Sister Bay, WI
  • 7 hours drive from University of Wisconsin-Madison
Stay at this 3.5-star family-friendly aparthotel in Sister Bay. Enjoy free Wi-Fi, an outdoor pool and a fitness centre. Our guests praise the pool and the helpful ...
9.2/10 Wonderful! (1,427 reviews)

Couples like: hot tub, fireplace

Loved our Stay
"We had a great stay at the Scandinavian Lodge. The room was wonderful it had a full kitchen, dining area, living room, bedroom with a whirlpool and a large bathroom. Two exits to the deck with a great view of the outdoor pool area. This location was close to downtown Sister Bay. I will definitely ..."

Reviewed on 2 Jul 2025

Scandinavian Lodge
Lake Lawn Resort
Lake Lawn Resort
3.5 out of 5
2400 E Geneva St, Delavan, WI
  • 2 hours drive from University of Wisconsin-Madison
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! (1,000 reviews)

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

Travellers say...
"I loved our room and staff was nice, only complaint was staff at pool was rude and kept asking ages of our kids who are 8 and 9 years old and were right next to their parents in hot tub. They don’t allow kids 6 and under in the hot tub. Hot tub was also pretty dirty and kids got a rash from swimming ..."

Reviewed on 30 Jun 2025

Lake Lawn Resort
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.