Milwaukee Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Milwaukee

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

Top hotels in Milwaukee

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 2.139.790 ₫ per night from 20 Jul to 21 Jul
2.139.790 ₫
2.471.457 ₫ total
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (1,116 reviews)
"Ok"

Reviewed on 28 Jun 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 2.270.265 ₫ per night from 6 Jul to 7 Jul
2.270.265 ₫
2.631.238 ₫ total
6 Jul - 7 Jul
includes taxes & fees
7.4/10 Good! (1,358 reviews)
"Close to the parking for the summer fest shuttle"

Reviewed on 28 Jun 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 2.687.785 ₫ per night from 6 Jul to 7 Jul
2.687.785 ₫
3.115.144 ₫ total
6 Jul - 7 Jul
includes taxes & fees
8/10 Very Good! (999 reviews)
"Stayed here for one night when we went to summer fest. Check in was fast, 5 mins or so. Hotel was clean and the bed was really comfortable. They have a breakfast buffet but it’s not complimentary. We didn’t eat there. Would stay here again"

Reviewed on 26 Jun 2025

Four Points by Sheraton Milwaukee North Shore
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.
Is it worth booking a holiday package to Milwaukee?
Whether you're planning to discover attractions like Fiserv Forum and Milwaukee Art Museum, or eager to experience its top-notch distilleries and craft breweries and dining, a Milwaukee holiday is sure to exceed your expectations. Book your getaway with Expedia and discover why Milwaukee is such a good holiday 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 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.

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