Milwaukee Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    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.
Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

2.5 out of 5
College Heights
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8/10 Very Good! (945 reviews)
Room was good but loud

Reviewed on Jun. 28, 2025

Sleep Inn & Suites Airport

Sleep Inn & Suites Airport

2.5 out of 5
Mitchell West
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (1,096 reviews)
Overall the place is fine. Stayed 4 nights, room hadn't been cleaned. On the 3rd day while walking out, I asked housekeeping to clean the room. Came back, the room wasn't cleaned.

Reviewed on Jul. 10, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,006 reviews)
Great location and fun atmosphere!

Reviewed on Jul. 8, 2025

Baymont by Wyndham Mequon Milwaukee Area

Baymont by Wyndham Mequon Milwaukee Area

2.5 out of 5
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
7.4/10 Good! (731 reviews)
Very run down, outdated property. Front entrance dirty and unkept

Reviewed on Jul. 9, 2025

Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

3 out of 5
Glendale
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8/10 Very Good! (1,001 reviews)
I was comfortable after I cleaned room myself the only thing I was good with was the stale corn chip smell in the room no matter how much I sprayed Lysol and BBW room spray

Reviewed on Jun. 18, 2025

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 hotels in Downtown Milwaukee

Ready to book your vacation to Milwaukee?

 

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Milwaukee Hotel Deals

Sonesta Select Milwaukee Brookfield
Sonesta Select Milwaukee Brookfield
3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Aug 4 to Aug 5
CA $111
CA $128 total
Aug 4 - Aug 5
includes taxes & fees
8/10 Very Good! (1,129 reviews)
"Good location. Quiet and friendly staff."

Reviewed on Jul. 5, 2025

Sonesta Select Milwaukee Brookfield
Sonesta Milwaukee West Wauwatosa
Sonesta Milwaukee West Wauwatosa
3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jul 16 to Jul 17
CA $107
CA $124 total
Jul 16 - Jul 17
includes taxes & fees
7.4/10 Good! (1,392 reviews)
"Staff is amazing so nice and friendly"

Reviewed on Jul. 8, 2025

Sonesta Milwaukee West Wauwatosa
Four Points by Sheraton Milwaukee North Shore
Four Points by Sheraton Milwaukee North Shore
3 out of 5
8900 N Kildeer Ct, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Aug 3 to Aug 4
CA $146
CA $169 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"This is a very nice property that appears to have been recently renovated. The room was comfortable with a nice shower. The room had excellent air conditioning. Breakfast is provided complimentary in a nice restaurant, similar to a constant of a breakfast, but with a server who brings drinks. All ..."

Reviewed on Jul. 6, 2025

Four Points by Sheraton Milwaukee North Shore
See all 1,276 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

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
Milwaukee Art Museum

Milwaukee Art Museum

5/5(12 reviews)

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

Milwaukee Art 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

What to do in Milwaukee

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
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

CA $12
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
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 $44
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
See all activities in Milwaukee

Frequently asked questions

How much does a Milwaukee vacation package cost?
Offering great value package deals from CA $410 on Expedia, you'll be pleasantly surprised at how much a vacation to Milwaukee costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Milwaukee?
You can generally find lower rates and better availability in January, February and November. Check out our cheap Milwaukee vacation packages and you could land some excellent off-season deals.
How many days is enough for Milwaukee?
To get the most out of your Milwaukee vacation, we recommend booking for 2 days. Split your time between visiting Fiserv Forum, Milwaukee Art Museum and other key sights, as well as exploring neighbourhoods like Downtown Milwaukee and East Town. If you've got some spare time, add a day trip or tour to your Milwaukee vacation itinerary.
Is it worth booking a vacation package to Milwaukee?
Well known for its distilleries and craft breweries, dining and a host of other highlights, you can be assured Milwaukee is a good vacation destination. Some of the most popular attractions to put on your to-do list? Visit Fiserv Forum and Milwaukee Art Museum during your Milwaukee vacation.
How to find the best Milwaukee package deals?
Use Expedia's filter tool to find some unbeatable Milwaukee package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Milwaukee package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Milwaukee vacation as a package?
You can enjoy significant savings on your Milwaukee break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Milwaukee?
If you have your Milwaukee travel dates locked in, book as soon as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Milwaukee?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the available activities will also help you decide when to escape to Milwaukee.
  2. Plan your budget wisely: Besides the price of your stay, 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 may come up during your trip to Milwaukee.
  3. Decide your trip length: Consider how long you'd like to spend discovering Milwaukee. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Milwaukee vacation package that brings all your bookings together.

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