Milwaukee County Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 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

Top hotels in Milwaukee County

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 ฿4,793 per night from 18 May to 19 May
฿4,793
฿5,651 total
18 May - 19 May
includes taxes & fees
9.2/10 Wonderful! (1,469 reviews)
Breakfast buffet not worth the price

Reviewed on 11 May 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 ฿5,492 per night from 31 May to 1 Jun
฿5,492
฿6,475 total
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (2,116 reviews)
Perfect stay at an iconic hotel. Having a drink in the 23rd floor lounge is an absolute must. Staff is polished and professional. Hope to stay there again.

Reviewed on 12 May 2026

The Pfister Hotel
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ฿6,100 per night from 31 May to 1 Jun
฿6,100
฿7,192 total
31 May - 1 Jun
includes taxes & fees
9.2/10 Wonderful! (1,114 reviews)
This hotel hosts an event during the weekend of the Kentucky Derby. Unless you are attending the event- I would avoid the hotel during this weekend. Many hotel amenities are adjusted to cater to those participating in the Derby event- it’s not beneficial for guests who are not.

Reviewed on 10 May 2026

The Iron Horse Hotel
See all 988 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 holiday 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 holiday 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 holiday?
You'll be rewarded with the widest variety and the lowest prices by booking your holiday 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 holiday!
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 holiday rentals such as beach villas and city residences. You've got choices galore!
Can I choose my airline with a Milwaukee County Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our holiday 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 holiday 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.