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
A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

Downtown Milwaukee

Lake Michigan and Pabst Theater are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee

Top hotels in Milwaukee

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is 4.135.162 ₫ per night from 12 Aug to 13 Aug
4.135.162 ₫
4.875.356 ₫ total
12 Aug - 13 Aug
includes taxes & fees
9.2/10 Wonderful! (1,665 reviews)
"Obviously, we enjoyed the casino which was spacious and clean. The room was adequate size wise and the bathroom setup was quite comfortable for 2 people.Ate at the steakhouse and food was excellent. We did have some issues with communication and the front desk. Asked to have our room cleaned which ..."

Reviewed on 14 Jul 2026

Potawatomi Hotel & Casino
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 5.069.002 ₫ per night from 29 Jul to 30 Jul
5.069.002 ₫
5.976.355 ₫ total
29 Jul - 30 Jul
includes taxes & fees
9.6/10 Exceptional! (2,154 reviews)
"We were in Milwaukee for our son’s engagement. I had scheduled some special deserts to be shipped from NewJersey. I had called the hotel and advised them to refrigerate the box immediately when received. I was assured that they would take care of it. However when we arrived, and were ready to leave ..."

Reviewed on 14 Jul 2026

The Pfister Hotel
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is 2.777.783 ₫ per night from 19 Jul to 20 Jul
2.777.783 ₫
3.208.339 ₫ total
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very good! (973 reviews)
"Outdoor pool was not opened and was drained. Very disappointing since that’s one of the reasons why we chose Sheraton."

Reviewed on 14 Jul 2026

Sheraton Milwaukee Brookfield Hotel
See all 1,183 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.

Stay near popular Milwaukee attractions

A baseball game in a stadium with a person holding a hot dog and a drink.
Photo by Tim Ard
Open Photo by Tim Ard

American Family Field

9.0/10 (2,832 reviews)
American Family Field wows with its innovative retractable roof and natural grass playing surface. Catch the Milwaukee Brewers in action while savouring local specialities from premium seating with unobstructed views.
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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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