Milwaukee Vacations from ￥230,255

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The Latest Milwaukee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was ￥268,650, price is now ￥230,255 per person
￥230,255
per person
Sep 28 - Oct 4
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9/10 Wonderful! (1,340 reviews)
The rooms are very nice and clean. I liked that they had adjoining rooms for two families. Easy uber picked to go to Summerfest grounds.

Reviewed on Aug 25, 2025

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was ￥403,437, price is now ￥315,046 per person
￥315,046
per person
Sep 28 - Oct 4
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.4/10 Exceptional! (287 reviews)
The property was easy to check in to. Only bad thing was our shower water had only two option hot and scalding hot. I like that they offered discounted overnight parking from a parking garage nearby. All of the other guest were respectful.

Reviewed on Aug 24, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was ￥312,541, price is now ￥247,331 per person
￥247,331
per person
Sep 28 - Oct 4
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.2/10 Wonderful! (1,011 reviews)
It smells so good as soon as you walk in the door. The desk staff were polite and gave us information about the surrounding area that helped fill our 2 night stay. I love the rustic/industrial feel of the property. We felt safe as we walked to the neighborhood bars and food trucks. We would stay again!

Reviewed on Aug 26, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was ￥305,139, price is now ￥253,142 per person
￥253,142
per person
Sep 28 - Oct 4
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.4/10 Exceptional! (1,012 reviews)
Amazing night front desk staff!

Reviewed on Aug 26, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was ￥294,460, price is now ￥251,692 per person
￥251,692
per person
Sep 28 - Oct 4
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.8/10 Exceptional! (2,385 reviews)
The hotel itself is unique and still the perfect room for comfort and cleanliness. Easy checkin with a glass of champagne. Loved the lobby bar with great bartenders. Great overall hotel close to many arts opportunities, but especially convenient when attending a show at Pabst Theater. Great experience!

Reviewed on Aug 26, 2025

Where to stay in Milwaukee

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

Downtown Milwaukee

Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.

Find hotels in Downtown Milwaukee

Find the Best Milwaukee Vacation Packages

Milwaukee Hotel Deals

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 ￥12,853 per night from Sep 9 to Sep 10
￥12,853
￥14,846 total
Sep 9 - Sep 10
includes taxes & fees
8/10 Very Good! (1,268 reviews)
Great value for good accommodations!
"The room and facilities are well kept and pleasant. The front desk staff are friendly and go out of their way to be helpful. The price for the conditions and service is low compared to nearby hotels. The breakfast provided is limited."

Reviewed on Aug 25, 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 ￥13,688 per night from Sep 1 to Sep 2
￥13,688
￥15,864 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (1,601 reviews)
"It was actually very comfortable bed needs some updates but still very clean people at the desk were awesome!"

Reviewed on Aug 24, 2025

Sonesta Milwaukee West Wauwatosa
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

2.5 out of 5
5110 N Port Washington Rd, (772), Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is ￥10,579 per night from Sep 11 to Sep 12
￥10,579
￥12,261 total
Sep 11 - Sep 12
includes taxes & fees
7.6/10 Good! (1,006 reviews)
"Nice room"

Reviewed on Aug 23, 2025

AmericInn by Wyndham Glendale/Milwaukee
See all 1,223 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.

Discover the most popular places to visit in Milwaukee

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(337 reviews)

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum
Milwaukee County Zoo featuring interior views and zoo animals as well as a small group of people

Milwaukee County Zoo

4.5/5(217 reviews)

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Milwaukee County Zoo
Milwaukee Art Museum

Milwaukee Art Museum

4.5/5(400 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

What to do in Milwaukee

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

￥739
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

￥3,843
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

￥1,329
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
See all activities in Milwaukee

Frequently asked questions

How much does a Milwaukee vacation package cost?
Offering excellent value package deals from ￥230,255 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 many days is enough for Milwaukee?
We suggest planning a Milwaukee vacation for around 2 days. This will allow you enough time to visit top sights including Pabst Theater and Milwaukee Public Museum, and explore neighborhoods like Downtown Milwaukee and East Town. You could even fit in a day trip outside of Milwaukee.
Is it worth booking a vacation 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 vacation is sure to exceed your expectations. 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 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.

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