Milwaukee Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 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

Find the Best Milwaukee Vacation Packages

Milwaukee Hotel Deals

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 SARĀ 591 per night from Jul 27 to Jul 28
SARĀ 591
SARĀ 697 total
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (1,673 reviews)
"casino"

Reviewed on 17 July 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 SARĀ 830 per night from Jul 26 to Jul 27
SARĀ 830
SARĀ 978 total
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (2,156 reviews)
"Best hotel in MKE"

Reviewed on 16 July 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 SARĀ 397 per night from Jul 19 to Jul 20
SARĀ 397
SARĀ 459 total
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very Good! (977 reviews)
"Room and facilities overall were clean; staff were nice and helpful. We didn’t use amenities so can’t comment on use but from what we saw, it looked fine. The room could use some TLC though. The bathroom had undergone some repairs it seams, to the wallpaper and sink counter, it was not well done, ..."

Reviewed on 15 July 2026

Sheraton Milwaukee Brookfield Hotel
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

Frequently asked questions

How much does a Milwaukee vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Milwaukee costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Milwaukee?
You can generally find lower rates and better availability in January, February and November. Check out our cheap Milwaukee vacation packages and you could land some excellent off-season deals.
How to find the best Milwaukee package deals?
Use Expedia's filter tool to find some unbeatable Milwaukee package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Milwaukee package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Milwaukee vacation as a package?
You can enjoy significant savings on your Milwaukee break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Milwaukee?
If you have your Milwaukee travel dates locked in, book as soon as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Milwaukee?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the available activities will also help you decide when to escape to Milwaukee.
  2. Plan your budget wisely: Besides the price of your stay, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may come up during your trip to Milwaukee.
  3. Decide your trip length: Consider how long you'd like to spend discovering Milwaukee. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Milwaukee vacation package that brings all your bookings together.