
Southwest Wisconsin Luxury Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Luxury Southwest Wisconsin Hotels

The Madison Concourse Hotel and Governor's Club
1 W Dayton St, Madison, WI
Stay at this 3.5-star luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (2,793 reviews)
"Décent stay"
Reviewed on 5 Jul. 2025

The Edgewater
1001 Wisconsin Place, Madison, WI
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)
"Beautiful property with friendly staff. Highly recommend"
Reviewed on 30 Jun. 2025

Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road, Wisconsin Dells, WI
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.6/10 (2,096 reviews)
"We’ve been coming to this waterpark in Wisconsin Dells every year for the past 10 years, and it’s become one of our favorite summer traditions! No, the hotel isn’t fancy and the resort isn’t super luxurious—but honestly, that’s not why we come. What keeps us coming back is the fun, the memories, ..."
Reviewed on 4 Jul. 2025
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.