Milwaukee Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

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

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

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ₩106,567 per night from Nov 24 to Nov 25
₩106,567
₩125,643 total
Nov 24 - Nov 25
includes taxes & fees
Hyatt Regency Milwaukee
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 ₩117,063 per night from Nov 12 to Nov 13
₩117,063
₩135,208 total
Nov 12 - Nov 13
includes taxes & fees
8.4/10 Very Good! (1,323 reviews)
"Sinners blocked in the room was supposed to be fixed but wasn’t"

Reviewed on Nov 3, 2026

Sheraton Milwaukee Brookfield Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ₩149,343 per night from Nov 30 to Dec 1
₩149,343
₩176,076 total
Nov 30 - Dec 1
includes taxes & fees
Drury Plaza Hotel Milwaukee Downtown
See all 1,151 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 sign for Miller Park, home of the Milwaukee Brewers, with a baseball and stars.
Photo by trenton.badillo
Open Photo by trenton.badillo

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 savoring local specialties from premium seating with unobstructed views.
See properties

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 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.

Explore a world of travel with Expedia

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