Southwest Wisconsin Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

How to find romantic Southwest Wisconsin holiday packages on Expedia?

How can I book a romantic getaway in Southwest Wisconsin?

Find your dream romantic Southwest 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 Southwest Wisconsin.

How can I find cheap Southwest Wisconsin romantic holidays?

Unveil the perfect and budget-friendly romantic getaways in Southwest 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 Southwest Wisconsin?

In your search, you can apply search filters for Southwest 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 Southwest Wisconsin, from winter getaways to secluded country or budget beach holidays with your loved one.

How can I find excellent romantic Southwest Wisconsin holiday deals?

Plan your ultimate couple’s getaway in Southwest 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 Southwest Wisconsin using Expedia?

For last-minute romantic holiday package deals in Southwest 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 Southwest Wisconsin?

Refine your search with the “pet-friendly” filter to discover top pet-welcoming hotels and resorts in Southwest 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 Southwest Wisconsin?

Escape the weekly grind with fantastic couple’s weekend getaways in Southwest 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 Southwest Wisconsin?

Discover the ultimate luxury romantic packages in Southwest 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 Southwest 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 Southwest Wisconsin getaway easy. Plus, booking a package with Expedia could save you money, too, making a Southwest Wisconsin holiday for couples all the more attractive.

Top Romantic Southwest Wisconsin Hotels

Ho-Chunk Casino Hotel - Wisconsin Dells

Ho-Chunk Casino Hotel - Wisconsin Dells

4 out of 5
S3214 County Road BD, Baraboo, WI
  • 1 hour drive from University of Wisconsin-Madison
Stay at this 4-star business-friendly hotel in Baraboo. Enjoy free WiFi, free parking, and a casino. Popular attractions Kalahari Indoor Waterpark and Noah's ...
Girls trip
"It was a great stay, i will totally come back. Fun times!"

Reviewed on 15 Aug. 2022

Ho-Chunk Casino Hotel - Wisconsin Dells
Caribbean Club Resort

Caribbean Club Resort

3 out of 5
1093 Canyon Road, Wisconsin Dells, WI
  • 2 hours drive from University of Wisconsin-Madison
Stay at this 3-star beach condo in Wisconsin Dells. Enjoy an outdoor pool, a private beach, and a sauna. Our guests praise the pool and the property condition ...
8/10 Very Good! (349 reviews)
"My friends and I had so much fun here. Tammy and Daniel were so polite, helpful and accommodating. Our unit was clean and very comfortable.I will definitely come back to stay and make more memories."

Reviewed on 28 Jul. 2025

Caribbean Club Resort
Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

3.5 out of 5
1400 Great Wolf Dr, Baraboo, WI
  • 2 hours drive from University of Wisconsin-Madison
Stay at this 3.5-star family-friendly resort in Baraboo. Enjoy 6 indoor pools, 3 restaurants, and 2 hot tubs. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,001 reviews)
"Great stay!"

Reviewed on 29 Jul. 2025

Great Wolf Lodge Wisconsin Dells
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.