Southeast Wisconsin Luxury Holidays

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Top flight + Luxury hotel deals in Southeast 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
Hyatt Regency Milwaukee
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All you need to know about luxury holidays in Southeast Wisconsin

What can I expect from a luxury Southeast 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 Southeast Wisconsin?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Southeast 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 Southeast 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 Southeast Wisconsin starting at £896. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Southeast Wisconsin?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Southeast 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 Southeast 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 Southeast Wisconsin?

You can wangle a top-notch luxury holiday in Southeast 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 Southeast 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 Southeast Wisconsin with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Southeast 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 Southeast Wisconsin Hotels

The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
  • 7 min drive from American Family Field
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
  • 29 min walk from American Family Field
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
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
4 out of 5
2308 W Wisconsin Ave, Milwaukee, WI
  • 28 min walk from American Family Field
Stay at this 4-star hotel in Milwaukee. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the bar and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,102 reviews)
Highly recommend this place!!
"My overall stay was excellent, the staff especially the driving service man was super kind and professional, was clear and thorough with instructions on pick up and drop off times, and the housekeeper was super kind went above and beyond with returning items to me left in my room! Also the driver ..."

Reviewed on 4 Jul 2025

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
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.