Title: Luxury Vacations in Wisconsin 2026 | Expedia.ca

![](https://images.trvl-media.com/place/251/f854eeb9-1cd9-43ea-9d92-d95be4cbe58a.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Wisconsin Luxury Vacations

## Book a Hotel + Flight or Car together to unlock savings

- ##  
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Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
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Rest easy  
Plan, book, and manage your trip all in one place

## Flight and Luxury hotel deals in Wisconsin

Price found within the past 48 hours. Click for updated prices.

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

CA $1,299

per person

Feb 25 - Feb 28

found 5 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

9.2/10 Wonderful! (1,012 reviews)

Cool boutique hotel in a great neighborhood

Reviewed on Dec 16, 2025

![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Saint Kate - The Arts Hotel

Downtown Milwaukee

CA $1,350

per person

Feb 25 - Feb 28

found 5 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

9.8/10 Exceptional! (2,482 reviews)

The art galleries on site are fabulous. Everything was too notch.

Reviewed on Dec 18, 2025

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Potawatomi Hotel & Casino

Menomonee River Valley

CA $1,368

per person

Feb 25 - Feb 28

found 5 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

9/10 Wonderful! (1,394 reviews)

i didnt know i needed to request for my room to be cleaned , when staying more than a day or two you have to

Reviewed on Dec 14, 2025

![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Pfister Hotel

Downtown Milwaukee

CA $1,361

per person

Feb 25 - Feb 28

found 5 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

9.6/10 Exceptional! (1,813 reviews)

Great hotel and staff!

Reviewed on Dec 18, 2025

![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/cc399a7a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Milwaukee

Westown

CA $1,392

per person

Feb 25 - Feb 28

found 5 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

8.4/10 Very Good! (1,088 reviews)

I really liked how nice the hotel looked. And the staff were very helpful. And I did enjoy playing with the doggies when they were around:)

Reviewed on Dec 7, 2025

Don't see what you're looking for?

See all available trips from Columbus to Wisconsin

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Luxury holidays in Wisconsin

Price found within the past 48 hours. Click for updated prices.

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

CA $1,299

per person

Feb 25 - Feb 28

found 5 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

9.2/10 Wonderful! (1,012 reviews)

Cool boutique hotel in a great neighborhood

Reviewed on Dec 16, 2025

![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Saint Kate - The Arts Hotel

Downtown Milwaukee

CA $1,350

per person

Feb 25 - Feb 28

found 5 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

9.8/10 Exceptional! (2,482 reviews)

The art galleries on site are fabulous. Everything was too notch.

Reviewed on Dec 18, 2025

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Potawatomi Hotel & Casino

Menomonee River Valley

CA $1,368

per person

Feb 25 - Feb 28

found 5 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

9/10 Wonderful! (1,394 reviews)

i didnt know i needed to request for my room to be cleaned , when staying more than a day or two you have to

Reviewed on Dec 14, 2025

Don't see what you're looking for?

See all available trips from Columbus to Wisconsin

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the perfect luxury Wisconsin vacation with Expedia

####  What are some benefits when booking luxury Wisconsin vacations? 

When you book a luxury Wisconsin vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. 
  
####  How can I find all-inclusive luxury vacations in Wisconsin? 

If you're looking for something luxurious in Wisconsin, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. 

####  Can I book a cheap luxury vacation? 

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,299, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 11\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. 

####  Are there luxury spa vacations? 

Yes, luxury spa vacations are available and quite popular in Wisconsin. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. 

####  What should I look for in a luxury family vacation in Wisconsin? 

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Wisconsin.

####  Can I book last-minute luxury vacations? 

Yes, last-minute bookings are often available in Wisconsin. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

####  What can help me find the best luxury vacation deals in Wisconsin? 

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Wisconsin or travelling to more obscure destinations altogether can often lead to lower prices.

####  Can I book a luxury vacation that is fully refundable? 

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Wisconsin. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. 

####  Why should I book my luxury vacation with Expedia? 

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

## Luxury Hotels in Wisconsin

![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

- 3 hours drive from University of Wisconsin-Madison

CA $210

CA $247 total

Jan 10 - Jan 11, 2026

includes taxes & fees

Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...

9.4/10 Exceptional! (1,807 reviews)

The Pfister Hotel was decorated beautifully and has old world charm. The staff is friendly and welcoming. The restaurant serves amazing food and the bar in the lobby has a great vibe. We visit once or twice a year and wouldn’t stay anywhere else.

Reviewed on Dec 15, 2025

[](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information)

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

- 3 hours drive from University of Wisconsin-Madison

CA $192

CA $227 total

Dec 22 - Dec 23

includes taxes & fees

Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our ...

9/10 Wonderful! (1,394 reviews)

Great

Reviewed on Dec 15, 2025

[](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information)

![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Madison Concourse Hotel and Governor's Club

1 W Dayton St Madison WI

- 5 min drive from University of Wisconsin-Madison

Book a stay at this 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! (3,375 reviews)

Room was very comfortable and well laid out. Perfect location.

Reviewed on Dec 15, 2025

[Get rates](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information)

[](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information)

[See all 15,542 properties in Wisconsin](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=251)

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.

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