Milwaukee Vacations

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    Save up to SAR 390 when you book a flight and hotel together*
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Where to stay in Milwaukee

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

Find the Best Milwaukee Vacation Packages

Milwaukee Hotel Deals

Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is SAR 414 per night from Apr 29 to Apr 30
SAR 414
SAR 489 total
includes taxes & fees
29 Apr - 30 Apr
9.6/10 Exceptional! (1,712 reviews)
"Excelente ubicación, hotel muy lindo y bien mantenido"

Reviewed on 22 April 2025

Drury Plaza Hotel Milwaukee Downtown
Crowne Plaza Milwaukee South by IHG
Crowne Plaza Milwaukee South by IHG
3.5 out of 5
6401 S 13th Street, Milwaukee, WI
Fully refundable
The price is SAR 296 per night from Apr 30 to May 1
SAR 296
SAR 349 total
includes taxes & fees
30 Apr - 1 May
8/10 Very Good! (1,001 reviews)
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Reviewed on 16 April 2025

Crowne Plaza Milwaukee South by IHG
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 SAR 566 per night from May 11 to May 12
SAR 566
SAR 667 total
includes taxes & fees
11 May - 12 May
9.6/10 Exceptional! (2,314 reviews)
"entertainment all the time - live music or DJ 7 days a week. The upper restaurant was the perfect place for Sunday Brunch with great food and drink choices. The bartender/server was great for brunch. Easy walk to and from our event we went to and parking underneath. The only bad thing was it was ..."

Reviewed on 21 April 2025

Saint Kate - The Arts Hotel
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 vacation package cost?
Offering excellent value package deals 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?
If you’re looking to snag a cheap Milwaukee vacation package, consider planning a trip in January, February and November. You’ll typically find better rates on flights and accommodations during these quieter months — ideal for travelers wishing to save money.
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 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 vacation in Milwaukee.
  2. Budget wisely: In addition to the price of your accommodations, 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 accommodations and airfare: Once you’ve settled on your dates and duration, lock in the right Milwaukee vacation package for you.

Discover the most popular places to visit in Milwaukee