Milwaukee Vacations from ￥184,622

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Milwaukee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Towneplace Suites By Marriott Brookfield

Towneplace Suites By Marriott Brookfield

3 out of 5
Price was ￥199,603, price is now ￥184,622 per person
￥184,622
per person
Oct 10 - Oct 14
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.2/10 Wonderful! (523 reviews)
This property was super nice!!! Quiet, clean, and well laid out!!! The fact that it didn’t feel like a traditional hotel, but instead like an apartment or condo community was really nice!!!!! Was able to bring pets along and saw other pets, yet didn’t hear them anywhere!! Well built and run facility!!!!! Highly recommend for a weekend brewers game or any other visit. We stayed the weekend for the Ueker celebration and this location was just 18 mins from the park. Worked out perfectly!! Sooooo many stores and food options within walking distance even!!!!

Reviewed on Aug 26, 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was ￥296,516, price is now ￥249,351 per person
￥249,351
per person
Oct 10 - Oct 14
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.6/10 Exceptional! (1,698 reviews)
This is a great property to stay at, the hotel is very nice with lots of artwork and ambience. I highly recommend if you’re ever in Milwaukee..

Reviewed on Aug 23, 2025

Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was ￥261,376, price is now ￥229,550 per person
￥229,550
per person
Oct 10 - Oct 14
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.2/10 Wonderful! (134 reviews)
Very cool building, very walkable to the third district area

Reviewed on Aug 4, 2025

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was ￥244,242, price is now ￥217,164 per person
￥217,164
per person
Oct 10 - Oct 14
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.6/10 Exceptional! (406 reviews)
Great, modern room in cute neighborhood.

Reviewed on Aug 27, 2025

The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was ￥208,230, price is now ￥191,434 per person
￥191,434
per person
Oct 10 - Oct 14
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
8.6/10 Excellent! (683 reviews)
It was overall great and I have no complaints.

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 ￥12,386 per night from Sep 24 to Sep 25
￥12,386
￥14,306 total
Sep 24 - Sep 25
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 ￥13,661 per night from Sep 2 to Sep 3
￥13,661
￥15,833 total
Sep 2 - Sep 3
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 ￥10,616 per night from Sep 7 to Sep 8
￥10,616
￥12,304 total
Sep 7 - Sep 8
includes taxes & fees
7.6/10 Good! (1,006 reviews)
"Nice room"

Reviewed on Aug 23, 2025

AmericInn by Wyndham Glendale/Milwaukee
See all 1,183 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.

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 ￥184,622 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.