Milwaukee Vacations from $429

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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.

The Latest Milwaukee vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield
Dubbel Dutch
The Trade, Autograph Collection
Potawatomi Hotel & Casino
The Pfister Hotel
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Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Where to stay in Milwaukee

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

Discover the most popular places to visit in Milwaukee

What to do in Milwaukee

Milwaukee Hotel Deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $140 total per night from Dec 21 to Dec 22
$140 total
Dec 21 - Dec 22
Total with taxes and fees
9.4/10 Exceptional! (1,812 reviews)
Ive stayed here many times, never disappointed.

Reviewed on Dec 1, 2025

The Pfister Hotel
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
$104 nightly
The price is $122 total per night from Dec 28 to Dec 29
$122 total
Dec 28 - Dec 29
Total with taxes and fees
9.6/10 Exceptional! (2,447 reviews)
Wonderful staff, courteous and kind!

Reviewed on Nov 27, 2025

Saint Kate - The Arts Hotel
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
6401 S 13th Street Milwaukee WI
Fully refundable
$79 nightly
The price is $93 total per night from Dec 8 to Dec 9
$93 total
Dec 8 - Dec 9
Total with taxes and fees
7.8/10 Good! (1,010 reviews)
Clean. Easy Check IN.. Elevator smelled Good

Reviewed on Nov 23, 2025

Crowne Plaza Milwaukee Airport by IHG
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.

Find the Best Milwaukee Vacation Packages

Milwaukee Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
600,200
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Harley-Davidson Museum, Milwaukee County Zoo and Milwaukee Art Museum

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Frequently asked questions

How much does a Milwaukee vacation package cost?
Offering excellent value package deals from $429 on Expedia, you'll be surprised at how little a vacation to Milwaukee costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Milwaukee?
January, October and December are great times to search for cheap Milwaukee vacation packages. Choosing to travel in less busy months means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Milwaukee?
With around 2 days, you'll have plenty of time to experience popular neighborhoods like Westown and Downtown Milwaukee during your Milwaukee vacation. Be sure to also add Riverside Theater and Pabst Theater to your sightseeing itinerary. Looking for more adventures? Consider venturing outside of Milwaukee on tours and day trips.
Is it worth booking a vacation package to Milwaukee?
Whether you're planning to check out attractions like Milwaukee Art Museum and Discovery World, or want to experience its terrific distilleries and craft breweries and dining, a Milwaukee vacation guarantees an unforgettable adventure. Book your getaway with Expedia and discover why Milwaukee is such a good vacation destination.
How to find the best Milwaukee package deals?
Start your search for a Milwaukee package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Milwaukee package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Milwaukee adventure off to a flying start.
Is it cheaper to book a Milwaukee vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your Milwaukee getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Milwaukee?
If you're planning a spontaneous Milwaukee trip, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Milwaukee?

  1. Choose when to go: Check your calendar and get your bags packed. Your favorite season and the type of activities available will also help you decide when to vacation in Milwaukee.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to activities and flights. Your accommodations will likely be the biggest expense during your trip to Milwaukee.
  3. Use our trip planning tool to discover Milwaukee: Research every aspect of your trip to Milwaukee with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how long to go for: Now that you're more familiar with Milwaukee, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Milwaukee vacation package.
  6. Add on experiences and excursions: Read our travel guide to find some fun things to do in Milwaukee. Book tickets or make reservations as soon as you can to save time and avoid the stress of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Milwaukee vacation packages?
Set off on your dream trip to Milwaukee with our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next paycheck — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up bargains while they last.

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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.