Wisconsin Luxury Holidays

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Top flight + Luxury hotel deals in Wisconsin

Price found within the past 48 hours. Click for updated prices.
Potawatomi Hotel & Casino
Saint Kate - The Arts Hotel
The Pfister Hotel
The Iron Horse Hotel
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
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All you need to know about luxury holidays in Wisconsin

What can I expect from a luxury Wisconsin holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Wisconsin?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Wisconsin holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Wisconsin?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Wisconsin starting at £896. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Wisconsin?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Wisconsin spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Wisconsin?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Wisconsin?

You can wangle a top-notch luxury holiday in Wisconsin for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Wisconsin with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Wisconsin with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Wisconsin to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury 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)
"Great location! Love the atmosphere and history. Walkable to summerfest."

Reviewed on 4 Jul 2025

The Pfister Hotel
Potawatomi Hotel & Casino
Potawatomi Hotel & Casino
4.5 out of 5
1611 West Canal Street, Milwaukee, WI
  • 3 hours drive from University of Wisconsin-Madison
The price is £151 per night from 6 Jul to 7 Jul
£151
6 Jul - 7 Jul
includes taxes & fees
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free Wi-Fi, free parking and 7 restaurants. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,352 reviews)
"clean, and well maintained"

Reviewed on 3 Jul 2025

Potawatomi Hotel & Casino
The Madison Concourse Hotel and Governor's Club
The Madison Concourse Hotel and Governor's Club
3.5 out of 5
1 W Dayton St, Madison, WI
  • 5 min drive from University of Wisconsin-Madison
Stay at this 3.5-star luxury hotel in Madison. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (2,780 reviews)
"Thank you for the late check out, very appreciated!"

Reviewed on 3 Jul 2025

The Madison Concourse Hotel and Governor's Club
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.