
Southern Wisconsin Romantic Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top flight + Romantic hotel deals in Southern Wisconsin

The Royal Sonesta Chicago River North
Reviewed on 16 Dec 2025

Trump International Hotel & Tower Chicago
Reviewed on 18 Dec 2025

theWit Chicago, a Hilton Hotel
Reviewed on 8 Dec 2025

Level Chicago – Old Town
Reviewed on 14 Dec 2025

The Peninsula Chicago
Reviewed on 16 Dec 2025
5* Romantic holidays in Southern Wisconsin

Trump International Hotel & Tower Chicago
Reviewed on 18 Dec 2025

The Peninsula Chicago
Reviewed on 16 Dec 2025
How to find romantic Southern Wisconsin holiday packages on Expedia?
How can I book a romantic getaway in Southern Wisconsin?
Find your dream romantic Southern Wisconsin getaway on Expedia. From secluded hideaways to blissful spa treatments and charming country escapes, we’ve got it all. Just activate our “romantic” filters to uncover your ideal couple’s retreat in Southern Wisconsin.
How can I find cheap Southern Wisconsin romantic holidays?
Unveil the perfect and budget-friendly romantic getaways in Southern Wisconsin with Expedia. Our filters unlock countless options, ensuring a heart-pounding experience. Set budget filters to match your spending limits and sort by price to prioritise the most affordable options in your search results.
How can I select a romantic couple’s package for Southern Wisconsin?
In your search, you can apply search filters for Southern Wisconsin trip packages and sort your results to see the romantic getaway options first. With those standards, you could find amazing romantic holiday options in Southern Wisconsin, from winter getaways to secluded country or budget beach holidays with your loved one.
How can I find excellent romantic Southern Wisconsin holiday deals?
Plan your ultimate couple’s getaway in Southern Wisconsin with our user-friendly search tools. Opt for a hotel suite with a view worth sharing on Instagram. Cruise with the top down and feel the warm breeze in your hair with a luxury car hire. Decide on a romantic couple’s spa treatment, a beachfront candle-lit dinner, or a glamorous night out on the town.
How can I find last-minute romantic holiday deals to Southern Wisconsin using Expedia?
For last-minute romantic holiday package deals in Southern Wisconsin, enter your travel dates into the search and discover available deals. Customise your search with filters, covering amenities, price, star rating, and more to find your ideal romantic package for couples.
How can I find pet-friendly romantic getaway packages in Southern Wisconsin?
Refine your search with the “pet-friendly” filter to discover top pet-welcoming hotels and resorts in Southern Wisconsin. Experience a couple’s treatment, bask in beautiful surroundings, and revel in a pampering romantic getaway, knowing your pet is either by your side or well cared for in doggy day care.
How can I find great weekend couple’s holiday packages Southern Wisconsin?
Escape the weekly grind with fantastic couple’s weekend getaways in Southern Wisconsin. Enter your location and date preferences in your Expedia search and let us reveal hidden gems to leave you refreshed and love-struck for the week ahead.
Where can I find the most luxurious couple’s holiday packages in Southern Wisconsin?
Discover the ultimate luxury romantic packages in Southern Wisconsin with ease. Use the site’s or app’s search function to explore a range of lavish options, as well as to refine your choices by star rating and price.
Why should book I my romantic Southern Wisconsin holiday with Expedia?
Choose from our latest incredible deals or customise your trip in just a few clicks, with simple search and filter functions that make finding your next romantic Southern Wisconsin getaway easy. Plus, booking a package with Expedia could save you money, too, making a Southern Wisconsin holiday for couples all the more attractive.











