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

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## Flight and Luxury hotel deals in Wisconsin

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

![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/aab304bc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Avenues West

CA $1,158

per person

May 7 - May 10

found 7 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Milwaukee (MKE)

9/10 Wonderful! (1,302 reviews)

Amazing staff and beautiful rooms! We love staying here!

Reviewed on Mar 30, 2026

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Potawatomi Hotel & Casino

Menomonee River Valley

CA $1,322

per person

May 7 - May 10

found 7 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Milwaukee (MKE)

9/10 Wonderful! (1,417 reviews)

Nice hotel and reasonably priced but no one cleaned our room for 6 days and food was inconsistent. Burgers 8 out of 10\. Pizza is a 4 out of 10 at best. Breakast sandwich was good but a small coffee for $3 and it wasnt very good was a bit much.

Reviewed on Mar 30, 2026

![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 $1,407

per person

May 7 - May 10

found 7 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Milwaukee (MKE)

9.6/10 Exceptional! (2,039 reviews)

We always stay at the Pfister because of its great location . A few troubles this time. The tv service in our room kept going in and out. Of course someone offered to come and fix it but at the time it wasn’t ideal (already in pajamas). There was also a dirty pillow case on the chair in our room when we first arrived . I also was disappointed there were no locker rooms or other amenities in the spa area. My husband had a massage but was allowed a 10 minute shower afterwards, then had to vacate for the next person. Other than that the food was great and the staff other than one snippy waitress was superb.

Reviewed on Mar 30, 2026

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

CA $1,396

per person

May 7 - May 10

found 7 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Milwaukee (MKE)

9.2/10 Wonderful! (1,030 reviews)

Hotel was great! The bar was absolutely horrible. I went to the bar on Thursday night around 9pm, it was kind of crowded, took about 10 minutes to order a draft beer, and even longer to get it. When it finally arrived, which took a good ten minutes, the bartender and barback never checked back up on me, even when I had an empty glass in front of me. I flagged down the barback, asked for my check, and waited five minutes. Threw down $5, and left. Friday night, bar had maybe ten people in it at 8pm. After getting the attention of the bartender and barback twice asking to make an order and getting "Just a second, we'll be right with you", I left after 20 minutes. Horrible, horrible service in the bar. I can't recommend it.

Reviewed on Mar 30, 2026

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/2026-04-30/2026-05-07/?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.

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Potawatomi Hotel & Casino

Menomonee River Valley

CA $1,322

per person

May 7 - May 10

found 7 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Milwaukee (MKE)

9/10 Wonderful! (1,417 reviews)

Nice hotel and reasonably priced but no one cleaned our room for 6 days and food was inconsistent. Burgers 8 out of 10\. Pizza is a 4 out of 10 at best. Breakast sandwich was good but a small coffee for $3 and it wasnt very good was a bit much.

Reviewed on Mar 30, 2026

![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 $1,407

per person

May 7 - May 10

found 7 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Milwaukee (MKE)

9.6/10 Exceptional! (2,039 reviews)

We always stay at the Pfister because of its great location . A few troubles this time. The tv service in our room kept going in and out. Of course someone offered to come and fix it but at the time it wasn’t ideal (already in pajamas). There was also a dirty pillow case on the chair in our room when we first arrived . I also was disappointed there were no locker rooms or other amenities in the spa area. My husband had a massage but was allowed a 10 minute shower afterwards, then had to vacate for the next person. Other than that the food was great and the staff other than one snippy waitress was superb.

Reviewed on Mar 30, 2026

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Iron Horse Hotel

Fifth Ward

CA $1,396

per person

May 7 - May 10

found 7 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Milwaukee (MKE)

9.2/10 Wonderful! (1,030 reviews)

Hotel was great! The bar was absolutely horrible. I went to the bar on Thursday night around 9pm, it was kind of crowded, took about 10 minutes to order a draft beer, and even longer to get it. When it finally arrived, which took a good ten minutes, the bartender and barback never checked back up on me, even when I had an empty glass in front of me. I flagged down the barback, asked for my check, and waited five minutes. Threw down $5, and left. Friday night, bar had maybe ten people in it at 8pm. After getting the attention of the bartender and barback twice asking to make an order and getting "Just a second, we'll be right with you", I left after 20 minutes. Horrible, horrible service in the bar. I can't recommend it.

Reviewed on Mar 30, 2026

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/2026-04-30/2026-05-07/?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 $1,158, 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 6\. 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

- 2 hours drive from Lake Michigan

CA $277

CA $327 total

Apr 2 - Apr 3

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 ...

9.6/10 Exceptional! (2,047 reviews)

Excellent

Reviewed on Mar 30, 2026

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

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

- 2 hours drive from Lake Michigan

CA $194

CA $229 total

Apr 5 - Apr 6

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 ...

9.2/10 Wonderful! (1,417 reviews)

Nice hotel and reasonably priced but no one cleaned our room for 6 days and food was inconsistent. Burgers 8 out of 10\. Pizza is a 4 out of 10 at best. Breakast sandwich was good but a small coffee for $3 and it wasnt very good was a bit much.

Reviewed on Mar 30, 2026

[](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/1000000/30000/28500/28447/5fd64d1f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Madison Concourse Hotel and Governor's Club

1 W Dayton St Madison WI

- 5 hours drive from Lake Michigan

CA $165

CA $190 total

Apr 5 - Apr 6

includes taxes & fees

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! (3,603 reviews)

Was extremely satisfied with everything, even the staff was very helpful and polite will be staying there again

Reviewed on Mar 30, 2026

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

[See all 15,763 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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