Milwaukee Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Milwaukee Vacation

The lively atmosphere, friendly locals and beer culture are three of the many reasons why people adore this lakefront city. Discover this captivating destination the way you want with a Milwaukee vacation package. Fill your days with tours of Milwaukee Art Museum, American Family Field and Discovery World, some of the things you just have to see during your trip to Milwaukee. A couple of clicks is all it takes to build your perfect Milwaukee vacation on Expedia.

Top Milwaukee Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Sturtevant/Racine

Super 8 by Wyndham Sturtevant/Racine

2 out of 5
per person
Feb. 4 - Feb. 8
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
7.8/10 Good! (530 reviews)
Excelente propiedad y muy buena ubicación

Reviewed on Oct. 17, 2024

Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 out of 5
per person
Dec. 24 - Dec. 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
7/10 Good! (241 reviews)
Used to come here when it was a La quinta, was very happy with new renovations. Ease of access to highway. Clean rooms

Reviewed on Nov. 14, 2024

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Feb. 9 - Feb. 11
found 11 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.8/10 Exceptional! (1,917 reviews)
The art and ambiance are unlike any hotel I've stayed at. Loved the record player, the colored pencils/butcher paper, all of it. Fantastic staff as well.

Reviewed on Nov. 21, 2024

Wildwood Lodge

Wildwood Lodge

2.5 out of 5
per person
Feb. 4 - Feb. 8
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.2/10 Very Good! (1,010 reviews)
Clean, quiet and comfortable. Everything you need in a hotel

Reviewed on Nov. 19, 2024

Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
per person
Feb. 8 - Feb. 11
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.2/10 Wonderful! (111 reviews)
Rachel was super helpful and kind. Our room was beautiful and clean. I really loved the organic lavender lotion from a local vendor. Great stay!

Reviewed on Sep. 30, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Where to stay in Milwaukee

Find the best Milwaukee areas and neighborhoods for the activities you enjoy most. Learn more about Milwaukee
Milwaukee

Downtown Milwaukee

Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.

Find hotel + flight trips in Downtown Milwaukee

Ready to book your vacation to Milwaukee?

 

Choose your dates

Milwaukee Hotel Deals

Hilton Milwaukee City Center
Hilton Milwaukee City Center
4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Dec. 22 to Dec. 23
CA $129
CA $153 total
includes taxes & fees
Dec 22 - Dec 23
8/10 Very Good! (1,025 reviews)
"The puppies"

Reviewed on Nov. 18, 2024

Hilton Milwaukee City Center
Saint Kate - The Arts Hotel
Saint Kate - The Arts Hotel
4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Dec. 16 to Dec. 17
CA $180
CA $213 total
includes taxes & fees
Dec 16 - Dec 17
9.6/10 Exceptional! (1,966 reviews)
"In town for a show. Nice room, nice bar, great service."

Reviewed on Nov. 19, 2024

Saint Kate - The Arts Hotel
The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Dec. 9 to Dec. 10
CA $211
CA $248 total
includes taxes & fees
Dec 9 - Dec 10
9.4/10 Exceptional! (1,523 reviews)
1000 stars
"The Pfister never disappoints. Hotel is managed well as you always see the same friendly faces year after year. Special shout out to Dimorco, Dragonica, and Vlad. Super comfortable beds, quiet, and clean!"

Reviewed on Nov. 19, 2024

The Pfister Hotel
See all 1,199 properties in Milwaukee
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Milwaukee vacation package cost?
We make it simple to explore the world, with Milwaukee vacation packages starting from as little as CA $678. You’ll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few activities and tours to your itinerary?
How do I get a cheap travel package to Milwaukee?
Combine your flights and hotels, add extras such as tours, and save with a Milwaukee vacation package. You won’t just score exciting discounts on your escape — you’ll have loads of choice too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 hotels worldwide. Your next epic adventure begins right here, right now!
Where should I stay in Milwaukee?
With lots to discover in Milwaukee, we suggest you secure a room in a hotel close to its attractions. Milwaukee Art Museum, American Family Field and Discovery World are some interesting ones to add to your to-do list.
What are the top hotels in Milwaukee?
Delta Hotel by Marriott Racine and Travelodge by Wyndham Water’s Edge Hotel - Racine are both sought-after options in the neighborhood of Historic Downtown Racine. If you prefer to spend time in the South Milwaukee area, consider booking a few nights at Hilton Milwaukee City Center or Hyatt Regency Milwaukee.
How far in advance should I book my Milwaukee vacation?
While not all airlines advertise tickets early, customers are usually able to look up international airfares on Expedia up to a year in advance. This is when you can score some fantastic bargains. If you’re booking last minute, there’s a chance you could get lucky. Discounted prices occasionally emerge just weeks before departure.
What does an Expedia Milwaukee travel package include?
That depends on what you want. If you’re traveling solo, you might decide to combine hotels and flights. Bringing the whole crew to Milwaukee? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the freedom and flexibility to tailor-make your travel package.
What should I know before booking a Milwaukee travel package?
Bundling your bookings into a Milwaukee vacation package is the easiest way to organize your trip. Not only that, you’ll get great discounts just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Milwaukee Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to pick from all over the world. With such a huge range of choice, finding the ideal carrier to take you to Milwaukee will be easy.
If I'm not able to travel, can I cancel my Milwaukee vacation package?
Don’t stress if you’re rethinking your Milwaukee vacation package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’ll be here to help.

Discover the most popular places to visit in Milwaukee

Harley-Davidson Museum featuring interior views

Harley-Davidson Museum

5/5(13 reviews)

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.

Harley-Davidson Museum

Potawatomi Bingo Casino

Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Potawatomi Bingo Casino

Harley Davidson Factory

Take the family on an outing to Harley Davidson Factory during your trip to Menomonee Falls. Experience the area's lively festivals or attend a sporting event.

Harley Davidson Factory

What to do in Milwaukee

Milwaukee 1-Day Tour from Chicago

Milwaukee,Harley-Davidson Museum Day Trip from Chicago

CA $157
Per adult
Milwaukee,Harley-Davidson Museum Day Trip from Chicago
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

CA $28
Per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

CA $7
Per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
See all activities in Milwaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.