Title: Jackson Vacation Packages & Trips 2026 from CA $769 | Expedia.ca

[Hotels in Jackson](https://expedia.ca/Jackson-Hotels.d602318.Travel-Guide-Hotels)[Vacation Rentals in Jackson](https://expedia.ca/Jackson-Vacation-Rentals.d602318.Travel-Guide-VacationRentals)[Flights to Jackson](https://expedia.ca/Cheap-Flights-To-Jackson.d602318.Travel-Guide-Flights)[Jackson Car Rentals](https://expedia.ca/Car-Rentals-In-Jackson.d602318.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Jackson Vacation Packages

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 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

#### Your Jackson Vacation

Unforgettable adventures await when you reserve a vacation package to Jackson. Whether you're a history buff, foodie or just a traveler who loves discovering new places, there's something for everyone in this exciting city. Fill your free time with visits to [Little Switzerland](https://www.expedia.ca/Little-Switzerland-Slinger.d6335509.Vacation-Attraction), [Cabelas](https://www.expedia.ca/Cabelas-Richfield.d553248621532659426.Vacation-Attraction) and [Kettle Moraine Ice Center](https://www.expedia.ca/Kettle-Moraine-Ice-Center-West-Bend.d6335535.Vacation-Attraction), some of the top attractions you shouldn't miss during a trip to Jackson. Expedia is here to help you escape your routine. Tailor your vacation to Jackson to suit your travel style, whatever that may be.

## Top Jackson Vacation Deals

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

![Sheraton Milwaukee Brookfield Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9488/ac547b1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sheraton Milwaukee Brookfield Hotel

CA $769

per person

Apr 15 - Apr 18

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Milwaukee (MKE)

8.4/10 Very Good! (500 reviews)

My tv in the room did not work and my shower head wasn’t pushing water through like it should. Hotel is only new in the lo

Reviewed on Mar 1, 2026

![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 $861

per person

Apr 15 - Apr 18

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Milwaukee (MKE)

9/10 Wonderful! (1,357 reviews)

Great stay overall! The rooms were clean, modern, and very comfortable with beautiful city views. The casino floor had a fun, energetic vibe with plenty of gaming options. Dining choices were convenient and the staff was friendly and professional. Close to downtown, which made it easy to explore. Would definitely stay again!

Reviewed on Feb 27, 2026

![Holiday Inn Express Milwaukee Downtown by IHG](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/ecb2f8b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holiday Inn Express Milwaukee Downtown by IHG

Downtown Milwaukee

CA $1,051

per person

Apr 15 - Apr 18

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Milwaukee (MKE)

9/10 Wonderful! (1,002 reviews)

The front desk staff went over and above themselves to help us from the minute we arrived. The beds were so comfy and the room was very roomy yet cosy.

Reviewed on Feb 19, 2026

![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 $1,260

per person

Apr 15 - Apr 18

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Milwaukee (MKE)

9.8/10 Exceptional! (2,425 reviews)

Always a great stay at the St Kate!

Reviewed on Mar 1, 2026

![Beautiful Luxury Suite B Shorewood Home](https://images.trvl-media.com/lodging/104000000/103810000/103801500/103801413/3c792e7e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Beautiful Luxury Suite B Shorewood Home

Shorewood

CA $1,019

per person

Apr 15 - Apr 18

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Milwaukee (MKE)

9/10 Wonderful! (2 reviews)

We had a lovely time 😌

Reviewed on Jul 15, 2025

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_602318)

## Ready to book your vacation to Jackson?

Choose your dates

## Jackson Hotel Deals

![Comfort Inn & Suites Jackson - West Bend](https://images.trvl-media.com/lodging/1000000/670000/661000/660970/aea83804_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Comfort Inn & Suites Jackson - West Bend

W227 N16890 Tillie Lake Ct Jackson WI

Fully refundableReserve now, pay when you stay

CA $109

CA $120 total

Mar 8 - Mar 9

includes taxes & fees

9/10 Wonderful! (581 reviews)

Good room

Reviewed on Feb 16, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=660970&PinnedHotelID=660970&HadPinnedHotel=true&regionId=602318)

![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Saint Kate - The Arts Hotel

139 E Kilbourn Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $227

CA $268 total

Mar 11 - Mar 12

includes taxes & fees

9.8/10 Exceptional! (2,578 reviews)

Always a great stay at the St Kate!

Reviewed on Mar 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F03%2F2026&endDate=12%2F03%2F2026&selected=23253&PinnedHotelID=23253&HadPinnedHotel=true&regionId=602318)

![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

2308 W Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $104

CA $123 total

Mar 15 - Mar 16

includes taxes & fees

9/10 Wonderful! (1,297 reviews)

Room could be cleaner, stains all over the couch floor wasn’t too clean

Reviewed on Mar 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=117078&PinnedHotelID=117078&HadPinnedHotel=true&regionId=602318)

[See all 922 properties in Jackson](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&regionId=602318)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

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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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