---
title: "Pleasant Prairie Vacation Packages & Trips 2026 from CA $970 | Expedia"
description: "FREE cancellation on select hotels Bundle Pleasant Prairie flight and hotel to build your own Pleasant Prairie vacation package & you can 𝘀𝗮𝘃𝗲 with Expedia! Choose from thousands of Pleasant Prairie holiday trips & travel deals."
canonical: "https://www.expedia.ca/Pleasant-Prairie.d180854.Destination-Travel-Guides"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-15T03:52:09Z
---

# Pleasant Prairie Vacation Packages
![A pond surrounded by grass and trees, with a wooden bridge in the background.](https://images.trvl-media.com/place/180854/e52e064a-8ac0-4f10-9116-feda6e6ff45f.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

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

- ## Plan, book, travel with confidence
- ### Better together
Save up to CA $4,200 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 Pleasant Prairie Vacation

With plenty of highlights as well as hidden gems, this city is best experienced with a Pleasant Prairie vacation package. Find somewhere to stay in Camp Lake, which is great for fishing, walking and camping. Make your trip to Pleasant Prairie even more fun by going sightseeing. [Pleasant Prairie RecPlex](https://www.expedia.ca/Pleasant-Prairie-RecPlex-Pleasant-Prairie.d6335451.Vacation-Attraction), [Pleasant Prairie Premium Outlets](https://www.expedia.ca/Pleasant-Prairie-Premium-Outlets-Pleasant-Prairie.d6335447.Vacation-Attraction) and [Americas Action Territory Family Fun Park](https://www.expedia.ca/Americas-Action-Territory-Family-Fun-Park-Kenosha.d6334005.Vacation-Attraction) are some of the top attractions you'll want to explore. A few clicks is all it takes to build your perfect Pleasant Prairie vacation on Expedia.

## Top Pleasant Prairie vacation deals

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

Trip length

3 nights4 nights5 nights6-7 nights

Stars

5 star4 star & up3 star & up2 star & up

Flight class

EconomyPremium economyBusinessFirst class

Remove all filters

- ![An indoor bar area with seating, a fire feature, and a bar stocked with bottles.](https://images.trvl-media.com/lodging/15000000/14770000/14761500/14761437/554cc5ba.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![An outdoor seating area with a fire feature, overlooking a cityscape.](https://images.trvl-media.com/lodging/15000000/14770000/14761500/14761437/9d45a1de.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 20 - Jan 24**

### [Kimpton Journeyman Hotel by IHG + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-20/2027-01-24/?FromAirport=YUL&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14761437&dealMarker=&paandie=true&cabinClass=e)
Downtown Milwaukee
4 nights

**9.4/10** \- Exceptional (1,001 reviews)
Roundtrip • Montreal (YUL) - Milwaukee (MKE)
YUL - MKE • 1 stop MKE - YUL • 1 stop
[~~CA $1,246~~](https://www.expedia.ca/)

**CA $970**
per traveller
found 14 hours ago
- ![A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.](https://images.trvl-media.com/lodging/71000000/70260000/70257500/70257476/766385b4.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A building with a 'Inn' sign, large arched windows, and a well-lit entrance.](https://images.trvl-media.com/lodging/71000000/70260000/70257500/70257476/383fcc4b.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 20 - Jan 24**

### [Kinn Guesthouse Downtown + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-20/2027-01-24/?FromAirport=YUL&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=70257476&dealMarker=&paandie=true&cabinClass=e)
Downtown Milwaukee
4 nights

**9.4/10** \- Exceptional (460 reviews)
Roundtrip • Montreal (YUL) - Milwaukee (MKE)
YUL - MKE • 1 stop MKE - YUL • 1 stop
[~~CA $1,594~~](https://www.expedia.ca/)

**CA $1,239**
per traveller
found 14 hours ago
- ![An outdoor patio area with wicker furniture, hanging plants, and a stone wall backdrop.](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A corridor with zebra-patterned flooring, wooden beams, and a glass railing overlooking a lower level.](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 20 - Jan 24**

### [The Iron Horse Hotel + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-20/2027-01-24/?FromAirport=YUL&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2097106&dealMarker=&paandie=true&cabinClass=e)
Fifth Ward
4 nights

**9.2/10** \- Wonderful (1,417 reviews)
Roundtrip • Montreal (YUL) - Milwaukee (MKE)
YUL - MKE • 1 stop MKE - YUL • 1 stop
[~~CA $1,304~~](https://www.expedia.ca/)

**CA $1,065**
per traveller
found 14 hours ago
- ![An outdoor seating area with round tables and chairs, covered by umbrellas, and surrounded by red flowers.](https://images.trvl-media.com/lodging/2000000/1570000/1561000/1560944/2365da9a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A pink building with a storefront labeled "County Clare."](https://images.trvl-media.com/lodging/2000000/1570000/1561000/1560944/f237775f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 20 - Jan 24**

### [County Clare Irish Hotel & Pub + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-20/2027-01-24/?FromAirport=YUL&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1560944&dealMarker=&paandie=true&cabinClass=e)
Downtown Milwaukee
4 nights

**9.6/10** \- Exceptional (1,001 reviews)
Roundtrip • Montreal (YUL) - Milwaukee (MKE)
YUL - MKE • 1 stop MKE - YUL • 1 stop
[~~CA $1,190~~](https://www.expedia.ca/)

**CA $982**
per traveller
found 14 hours ago
- ![A busy bar area with multiple shelves stocked with bottles and glasses, a bar counter with a cash register, and a seating area with tables and chairs.](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/c44318e1.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A lobby with a central art installation, a staircase, and a seating area.](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/1ad7ff1c.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 20 - Jan 24**

### [Saint Kate - The Arts Hotel + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-20/2027-01-24/?FromAirport=YUL&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23253&dealMarker=&paandie=true&cabinClass=e)
Downtown Milwaukee
4 nights

**9.8/10** \- Exceptional (2,759 reviews)
"Fun place! Great Staff! Made everything easy! Valet was great in the busy city! Close to everything. Perfect."
Reviewed November 14, 2026
Roundtrip • Montreal (YUL) - Milwaukee (MKE)
YUL - MKE • 1 stop MKE - YUL • 1 stop
[~~CA $1,558~~](https://www.expedia.ca/)

**CA $1,292**
per traveller
found 14 hours ago

## Discover the most popular places to visit in Pleasant Prairie

### Pleasant Prairie Premium Outlets

Rating: 9.0/10 (385 reviews)

During your trip to Pleasant Prairie, you can do some window-shopping at Pleasant Prairie Premium Outlets. Wander the lakeside in this family-friendly area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6335447)

### Pleasant Prairie RecPlex

Rating: 8.6/10 (146 reviews)

Catch an event at Pleasant Prairie RecPlex during your trip to Pleasant Prairie. Wander the lakeside in this family-friendly area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6335451)

## Pleasant Prairie Hotel Deals

### [Doubletree by Hilton Pleasant Prairie Kenosha](https://www.expedia.ca/Pleasant-Prairie-Hotels-Doubletree-By-Hilton-Pleasant-Prairie-Kenosha.h105109.Hotel-Information)

![A spacious restaurant interior with high ceilings, multiple ceiling fans, and a variety of seating arrangements including tables and chairs.](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/50b039f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 11800 108th St, Pleasant Prairie, WI, 53158, US
- Location: 4 km from Pleasant Prairie
- Star rating: 4/5
- Guest rating: 8.8/10 (Excellent, 1001 reviews)
- Price: CA $156, CA $177 total, includes taxes & fees, Dec 13 - Dec 14
- Review: Very dog friendly. Great open lot to the side of the building for exercise.

### [Days Inn by Wyndham Pleasant Prairie Kenosha](https://www.expedia.ca/Pleasant-Prairie-Hotels-La-Quinta-Inn-By-Wyndham-Pleasant-Prairie-Kenosha.h39969.Hotel-Information)

![A modern reception area with a flat-screen TV, a reception desk, and a herringbone-patterned floor.](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/89e87f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 7540 118th Ave, Pleasant Prairie, WI, 53158, US
- Location: 2 km from Pleasant Prairie
- Star rating: 2.5/5
- Guest rating: 7.8/10 (Good, 648 reviews)
- Price: CA $75, CA $85 total, includes taxes & fees, Nov 22 - Nov 23

### [Fairfield Inn & Suites Kenosha Pleasant Prairie](https://www.expedia.ca/Pleasant-Prairie-Hotels-Fairfield-Inn-Suites-Kenosha-Pleasant-Prairie.h29509196.Hotel-Information)

![A Fairfield Inn & Suites by Wyndham hotel with a modern design, featuring a stone pillar entrance, multiple floors, and a clear sky.](https://images.trvl-media.com/lodging/30000000/29510000/29509200/29509196/8af60f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 10601 120TH AVENUE, Pleasant Prairie, WI, 53158, US
- Location: 3.8 km from Pleasant Prairie
- Star rating: 3/5
- Guest rating: 9.2/10 (Wonderful, 761 reviews)
- Price: CA $151, CA $171 total, includes taxes & fees, Nov 22 - Nov 23

### [Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG](https://www.expedia.ca/Pleasant-Prairie-Hotels-Holiday-Inn-Express-Hotel-Suites-Pleasant-Prairie-Kenosha.h454842.Hotel-Information)

![An indoor swimming pool with multiple lanes, lounge chairs, and a clear water surface.](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/e03f6db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 7887 94th Ave, Pleasant Prairie, WI, 53158, US
- Location: 1.5 km from Pleasant Prairie
- Star rating: 2.5/5
- Guest rating: 8.8/10 (Excellent, 572 reviews)
- Price: CA $138, CA $157 total, includes taxes & fees, Nov 24 - Nov 25

### [Super 8 by Wyndham Kenosha/Pleasant Prairie](https://www.expedia.ca/Pleasant-Prairie-Hotels-Super-8-By-Wyndham-KenoshaPleasant-Prairie.h40117.Hotel-Information)

![A hotel room with two beds, a desk, and a window with curtains.](https://images.trvl-media.com/lodging/1000000/50000/40200/40117/357be6b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 7601 118th Ave, Pleasant Prairie, WI, 53158, US
- Location: 2 km from Pleasant Prairie
- Star rating: 2/5
- Guest rating: 6.8/10 (418 reviews)
- Price: CA $98, CA $112 total, includes taxes & fees, Dec 13 - Dec 14

### [Best Western Executive Inn Kenosha/Pleasant Prairie](https://www.expedia.ca/Kenosha-Hotels-Best-Western-Executive-Inn.h2107.Hotel-Information)

![An indoor swimming pool with a hot tub, surrounded by seating areas and a tiled floor.](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/fa9bc5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 7220 122nd Ave, Kenosha, WI, 53142, US
- Location: 2.6 km from Pleasant Prairie
- Star rating: 2.5/5
- Guest rating: 8.8/10 (Excellent, 1101 reviews)
- Price: CA $103, CA $124 total, includes taxes & fees, Nov 22 - Nov 23
- Review: Good location.

### [Country Inn & Suites by Radisson Kenosha - Pleasant Prairie](https://www.expedia.ca/Kenosha-Hotels-Country-Inn-Suites-By-Radisson.h116730.Hotel-Information)

![An outdoor patio area with seating and a fire pit, surrounded by string lights.](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/df35cc51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 7011 122nd Ave, Kenosha, WI, 53142, US
- Location: 2.8 km from Pleasant Prairie
- Star rating: 2.5/5
- Guest rating: 8.6/10 (Excellent, 1002 reviews)
- Price: CA $119, CA $135 total, includes taxes & fees, Nov 29 - Nov 30

### [SpringHill Suites by Marriott Kenosha](https://www.expedia.ca/Bristol-Hotels-SpringHill-Suites-By-Marriott-Kenosha.h59066801.Hotel-Information)

![A modern hotel with a flat roof and a large entrance area.](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/16c84804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 7653 125TH AVENUE, Kenosha, WI, 53142, US
- Location: 2.5 km from Pleasant Prairie
- Star rating: 2.5/5
- Guest rating: 9.6/10 (Exceptional, 443 reviews)
- Price: CA $169, CA $191 total, includes taxes & fees, Nov 22 - Nov 23
- Review: This is our 2nd stay at the spring hill suites in Kenosha and we have been super satisfied both times! The management and the staff are all wonderful .. attentive .. gracious and willing to go above and beyond for their guests! Hotel is spotless.. breakfast area always clean and filled! This trip we met Mickey at the front desk reception area and she greeted us every day with a smile and a wonderful warm personality! We will definitely be back for another stay!

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.

[See all properties in Pleasant Prairie](https://www.expedia.ca/Hotel-Search?startDate=2026-11-29&endDate=2026-11-30&regionId=180854&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Frequently Asked Questions

### How much does a Pleasant Prairie vacation package cost?

You'll find cheap prices from CA $970 on Expedia for your Pleasant Prairie escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Pleasant Prairie costs.

### What are the cheapest months to go to Pleasant Prairie?

If you're hoping to score a cheap Pleasant Prairie vacation package, consider visiting in February, November and December. You'll usually find better rates on airfares and hotels during these months — perfect for a budget-friendly getaway.

### How many days is enough for Pleasant Prairie?

Usually, a handful of days is enough to tick off the main attractions during your Pleasant Prairie vacation. But if you want to have more time to chill out or go on day trips, think about extending your itinerary.

### How to find the best Pleasant Prairie package deals?

Bagging a cheap Pleasant Prairie package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most wallet-friendly Pleasant Prairie package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.

### Is it cheaper to book a Pleasant Prairie vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Pleasant Prairie vacation by choosing your preferred accommodation type, airline and car class.

### When to book a vacation package to Pleasant Prairie?

If you've got your Pleasant Prairie vacation dates finalized, book as early as you can to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.

### How to plan a trip to Pleasant Prairie?

1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Pleasant Prairie.
2. Plan your budget wisely: As well as the price of your hotel, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Pleasant Prairie.
3. Decide how long to go away for: Now that you're more familiar with Pleasant Prairie, you can work out the perfect length of your vacation. Create a draft itinerary and give yourself enough time to get through everything on your must-do list.
4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Pleasant Prairie vacation package.

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

## Other language versions

```yaml
hreflang:
  x-default: https://www.expedia.com/Pleasant-Prairie.d180854.Destination-Travel-Guides
  ja-JP: https://www.expedia.co.jp/Pleasant-Prairie.d180854.Travel
  sv-SE: https://www.expedia.se/Pleasant-Prairie.d180854.Resor
  zh-CN: https://www.expedia.com/cn/Pleasant-Prairie.d180854.Travel
  en-US: https://www.expedia.com/Pleasant-Prairie.d180854.Destination-Travel-Guides
  en-TW: https://www.expedia.com.tw/en/Pleasant-Prairie.d180854.Destination-Travel-Guides
  es: https://www.expedia.com/es/Pleasant-Prairie.d180854.Guia-de-vacaciones
  ko-KR: https://www.expedia.co.kr/Pleasant-Prairie.d180854.Travel
```