Milwaukee Holidays

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Our guide on where to stay in Milwaukee

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

Milwaukee Holiday

Our pick of the best 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
The price is NZ$308 per night from 12 Jan to 13 Jan
NZ$308
includes taxes & fees
12 Jan - 13 Jan 2025
9.4/10 Exceptional! (1,561 reviews)
"Really nice!"

Reviewed on 18 Dec. 2024

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
The price is NZ$269 per night from 11 Jan to 12 Jan
NZ$269
includes taxes & fees
11 Jan - 12 Jan 2025
9.6/10 Exceptional! (2,041 reviews)
"Staff was very friendly and professional."

Reviewed on 20 Dec. 2024

Saint Kate - The Arts Hotel
Hyatt Regency Milwaukee
Hyatt Regency Milwaukee
4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is NZ$198 per night from 28 Dec to 29 Dec
NZ$198
includes taxes & fees
28 Dec - 29 Dec
8.2/10 Very Good! (1,117 reviews)
"great stay"

Reviewed on 16 Dec. 2024

Hyatt Regency 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.

Frequently asked questions

How much does a Milwaukee holiday package cost?
Offering excellent value package deals on Expedia, you’ll be surprised at how little a holiday to Milwaukee costs! Expedia’s packages make travel planning easier and save you more.
What are the cheapest months to go to Milwaukee?
If you’re looking to snag a cheap Milwaukee holiday package, consider planning a trip in January, February and November. You’ll typically find better rates on flights and accommodation during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Milwaukee?
We suggest planning a Milwaukee holiday for around 2 days. This will allow you enough time to visit top sights including Pabst Theatre and Milwaukee Public Museum, and explore neighbourhoods like Downtown Milwaukee and East Town. You could even fit in a day trip outside of Milwaukee.
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 holiday as a package?
An Expedia holiday 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 holiday 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 get away: Check your schedule and pack your bags. Your preferred time of year and the available activities will also help you decide when to holiday in Milwaukee.
  2. Budget wisely: In addition to the price of your accommodation, you should consider other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Milwaukee.
  3. Determine how many days away: Start by listing all the attractions and activities you want to experience in Milwaukee. Then, estimate how long you’ll need for each, along with any travel time.
  4. Bundle your accommodation and airfare: Once you’ve settled on your dates and duration, lock in the right Milwaukee holiday package for you.

Discover the most popular places to visit in Milwaukee

What to do in Milwaukee

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