Madison Romantic Holidays

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

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    Better together
    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

How to find a romantic Madison holiday

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

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

What should I think about when booking a Madison 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 Madison?

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 Madison?

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 Madison 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 Madison 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 Madison 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 Madison Hotels

Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard
Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard
3.5 out of 5
N4376 Friedel Ave, Lake Ripley, Cambridge, WI
  • 45 min drive from University of Wisconsin-Madison
Stay at this 3.5-star guesthouse in Cambridge. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions Lake Ripley Park Beach and Lake Ripley ...
Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard
Luxurious Living 1 Block from Lake.
Luxurious Living 1 Block from Lake.
Madison, WI
  • 5 min drive from University of Wisconsin-Madison
Stay at this family-friendly holiday home in Madison. Enjoy a sauna, a garden and laundry facilities. Popular attractions Camp Randall Stadium and Alliant Energy ...
10/10 Exceptional! (34 reviews)
Stay during Recovery
"I had a surgical procedure at UW Madison and this home served as our “home base” for my wife and mother while i was inpatient. Then it was where I rested while in recovery and my family supported me. Gorgeous home, great amenities. Jussi and Rosie were incredibly responsive and the home was clean. ..."

Reviewed on 1 Jun 2025

Luxurious Living 1 Block from Lake.
The Edgewater
The Edgewater
4.5 out of 5
1001 Wisconsin Place, Madison, WI
  • 4 min drive from University of Wisconsin-Madison
Stay at this 4.5-star luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,001 reviews)

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

Travellers say...
"Beautiful property with friendly staff. Highly recommend"

Reviewed on 30 Jun 2025

The Edgewater
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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* 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.