Milwaukee County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 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

Milwaukee County Hotel Deals

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 ₩232,579 per night from Jan 22 to Jan 23
₩232,579
₩274,210 total
Jan 22 - Jan 23
includes taxes & fees
9.4/10 Exceptional! (1,902 reviews)
Just an overall really nice hotel.

Reviewed on Jan 20, 2026

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ₩248,457 per night from Feb 17 to Feb 18
₩248,457
₩292,930 total
Feb 17 - Feb 18
includes taxes & fees
9.6/10 Exceptional! (2,522 reviews)
Clean room, friendly staff

Reviewed on Jan 18, 2026

Saint Kate - The Arts Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
The price is ₩147,443 per night from Jan 25 to Jan 26
₩147,443
₩173,838 total
Jan 25 - Jan 26
includes taxes & fees
9.6/10 Exceptional! (2,010 reviews)
We had some hiccups once we got there and once we got to the room. They took care of us and the stay was nice and loved it. Will stay again

Reviewed on Jan 16, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 952 properties in Milwaukee County
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.

Frequently asked questions

How much does a Milwaukee County vacation package cost?
Less than you might think — from as low as , in fact! By bundling hotels, flights and car rentals into a custom-made package, your Milwaukee County escape is just a few clicks away.
How do I get a cheap travel package to Milwaukee County?
Combine your flight and hotel bookings, add on extras such as a rental car or activities, and save with a Milwaukee County vacation package. You won't just pick up superb discounts on your escape — you'll have a world of choice within your reach too. When you book through Expedia, you can select from more than 550 partner airlines and 1,000,000 hotels worldwide. Your next grand adventure starts right here, right now!
How far in advance should I book my Milwaukee County vacation?
You'll be rewarded with the widest variety and the lowest prices by booking your vacation to Milwaukee County early. Air carriers typically publish flight tickets anywhere up to a year in advance, so reserve your spot as soon as you can. That said, Expedia is dedicated to giving you the best bargains around, so it's never a bad time to book your dream vacation!
What does an Expedia Milwaukee County travel package include?
From flights and hotels to car rentals, Expedia can help you craft a Milwaukee County package that's perfect for you. Heading away for a while? Give some thought to a flight, hotel and rental car bundle. If you can only squeeze in a quick getaway, an airfare and hotel deal may suit you better. Activities can also be added after you've booked. Our travel packages make it a breeze to plan and save.
What should I know before booking a Milwaukee County travel package?
Booking all the parts of your trip together is an excellent way to save. Bundle your car rentals, airfares and hotels into a handy package. But hotels aren't your only option. Expedia has all kinds of properties, including vacation rentals such as beach villas and city residences. You've got choices galore!
Can I choose my airline with a Milwaukee County Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the freedom to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Milwaukee County vacation package?
If your travel plans in Milwaukee County have changed, it's a relief to know that you can cancel or amend your booking. If you made your booking within the last 24 hours, you may be eligible for a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. To find out more, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.