Title: Downtown Milwaukee Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $648 Expedia.ca

[Downtown Milwaukee Travel Guide](https://expedia.ca/Milwaukee-Downtown-Milwaukee.dx6059651)[Hotels in Downtown Milwaukee](https://expedia.ca/Downtown-Milwaukee-Milwaukee-Hotels.0-n6059651-0.Travel-Guide-Filter-Hotels)[Flights to Milwaukee](https://expedia.ca/Cheap-Flights-To-Milwaukee.d602647.Travel-Guide-Flights)[Things to do in Milwaukee](https://expedia.ca/Things-To-Do-In-Milwaukee.d602647.Travel-Guide-Activities)[Downtown Milwaukee Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Milwaukee.d6059651.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6059651/1182062a-a02d-493d-b9fe-49d298b5def0.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Downtown Milwaukee 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

## Top Holiday Package Deals in Downtown Milwaukee

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

![Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/60d8623c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

CA $648

per person

Apr 22 - Apr 25

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Milwaukee (MKE)

8.8/10 Excellent! (536 reviews)

Rooms were spacious and clean. Only downside is parking in front is minimal if you park in back and use the entrances available had a hard time using key card and if you went around to the back of hotel you had to exit property and go back around

Reviewed on Jan 16, 2026

## Where to stay in Downtown Milwaukee

Find the best Downtown Milwaukee areas and neighborhoods for the activities you enjoy most. [Learn more about Downtown Milwaukee](https://expedia.ca/Milwaukee-Downtown-Milwaukee.dx6059651)

![96144781](https://images.trvl-media.com/place/6059657/3d426080-e9b2-426a-9651-cd836ecf4e89.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Wauwatosa

1 out of top 10 points of interest in this area

 Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and AMF Bowlero Lanes while you're in town. 

[Find hotel + flight trips in Wauwatosa](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Wauwatosa&DestID=6059657&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Milwaukee Art Museum](https://images.trvl-media.com/place/6068277/f9df43ae-9037-4ed0-8755-204129016a40.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### East Town

4.5/5(18 area reviews)

 East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Veteran's Park. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop. 

[Find hotel + flight trips in East Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Town&DestID=6338567&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![The Milwaukee Riverwalk System began in 1993, as a means to offer public access to the river.  Once complete, the Riverwalk will extend 3.1 miles along both sides of the Milwaukee River, from the site of the former North Avenue Dam, through Downtown and the Historic Third Ward to Lake Michigan.

#LikeALocal](https://images.trvl-media.com/place/2325/e14aea82-f689-465b-a1de-58418a74a9ab.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Westown

2 out of top 10 points of interest in this area

4/5(8 area reviews)

 While visiting Westown, you might make a stop by sights like Miller High Life Theatre and Milwaukee Public Museum. 

[Find hotel + flight trips in Westown](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Westown&DestID=553248635976470851&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Ferris Wheel Spinning Round Illuminated in Night Sky](https://images.trvl-media.com/place/7685/c9ddb0cf-39d4-4515-b334-9d7a3f73ea61.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### West Allis

 West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park. 

[Find hotel + flight trips in West Allis](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Allis&DestID=7685&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Historic Third Ward](https://images.trvl-media.com/place/6334279/a7bb63f0-81ee-40d2-a9cb-0a14b4ac62b0.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Historic Third Ward

5/5(1 area review)

 Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop. 

[Find hotel + flight trips in Historic Third Ward](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Third%20Ward&DestID=6334279&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Downtown Milwaukee Hotel Deals

![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

Fully refundableReserve now, pay when you stay

CA $172

CA $203 total

Mar 1 - Mar 2

includes taxes & fees

9.4/10 Exceptional! (1,927 reviews)

We felt like royalty!

Reviewed on Feb 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=19467&PinnedHotelID=19467&HadPinnedHotel=true&regionId=6059651)

![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

CA $165

CA $195 total

Feb 22 - Feb 23

includes taxes & fees

9.6/10 Exceptional! (2,550 reviews)

Everything about our stay deserves 5 Stars....from the moment we walked in to the moment we left and everything in between. The staff people we interacted with were nothing short of pleasant & eager to help, the room was not only comfortable, but fun & unique and the art galleries added a special ...

Reviewed on Feb 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=23253&PinnedHotelID=23253&HadPinnedHotel=true&regionId=6059651)

![Drury Plaza Hotel Milwaukee Downtown](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $137

CA $161 total

Feb 16 - Feb 17

includes taxes & fees

9.6/10 Exceptional! (2,042 reviews)

GREAT HOTEL. You can tell its family owned. Clean. Luxury. The amenities are above and beyond....for instance the complimentary happy hour and light food bites...more like a meal. Staff was super friendly and knowledgeable. After our stay we looked at their other locations so we can be sure to stay ...

Reviewed on Feb 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=32501737&PinnedHotelID=32501737&HadPinnedHotel=true&regionId=6059651)

[See all 408 properties in Downtown Milwaukee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&regionId=6059651)

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)

## Frequently asked questions

### How much does a Downtown Milwaukee vacation package cost?

### How do I get a cheap travel package to Downtown Milwaukee?

### Where should I stay in Downtown Milwaukee?

### What are the top hotels in Downtown Milwaukee?

### How far in advance should I book my Downtown Milwaukee vacation?

### What does an Expedia Downtown Milwaukee travel package include?

### What should I know before booking a Downtown Milwaukee travel package?

### Can I choose my airline with a Downtown Milwaukee Expedia vacation package?

### If I'm not able to travel, can I cancel my Downtown Milwaukee vacation package?

### Discover the most popular places to visit in Downtown Milwaukee

![Milwaukee City Hall](https://images.trvl-media.com/place/6068275/873c9cbd-72f6-418d-9534-8a09767e249a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Milwaukee City Hall

Explore this Milwaukee landmark on an informative tour or simply appreciate its ornate Flemish Renaissance Revival architecture from the forecourt park.

[](https://expedia.ca/Milwaukee-City-Hall-Downtown-Milwaukee.d6068275.Vacation-Attraction)

![Harley-Davidson Museum featuring interior views](https://images.trvl-media.com/place/6279040/52cab404-1cac-4be9-bd03-910682810f03.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harley-Davidson Museum

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

[](https://expedia.ca/Harley-Davidson-Museum-Menomonee-River-Valley.d6279040.Vacation-Attraction)

![Milwaukee Art Museum](https://images.trvl-media.com/place/6068277/1fe18a15-7f30-4ecc-8164-b72f9b7fcfed.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Milwaukee Art Museum

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

[](https://expedia.ca/Milwaukee-Art-Museum-East-Town.d6068277.Vacation-Attraction)

### Things to do

![2 Hour Milwaukee Scavenger Hunt Game](https://mediaim.expedia.com/localexpert/49296611/4017c436-a1bb-44c8-9945-447fa08e21b1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Milwaukee Scavenger Hunt Walking Tour and Game

CA $68

per adult

[](https://expedia.ca/things-to-do/milwaukee-scavenger-hunt-walking-tour-and-game.a49296611.activity-details)

[See all activities in Milwaukee](https://expedia.ca/things-to-do/search?rid=6059651)

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