Milwaukee County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Top Milwaukee County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $855, price is now CA $582 per person
CA $582
per person
Jul 30 - Aug 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (2,134 reviews)
Beautiful, historic hotel in downtown Milwaukee. Excellent location, allowing us to walk to various attractions. The staff was always friendly and helpful.

Reviewed on Jun 17, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $866, price is now CA $649 per person
CA $649
per person
Jul 30 - Aug 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
9.8/10 Exceptional! (2,655 reviews)
Awesome experience top to bottom.

Reviewed on Jun 19, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,573, price is now CA $1,248 per person
CA $1,248
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,166 reviews)
Cute and rustic feel, food was delicious and convenient location to summerfest!

Reviewed on Jun 20, 2026

Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was CA $1,248, price is now CA $1,064 per person
CA $1,064
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (148 reviews)
No front desk and need code to enter. Parking you need to reserve, and I called and did it over the phone when I got to my room. Person on the phone did it promptly.

Reviewed on Jun 19, 2026

Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was CA $894, price is now CA $792 per person
CA $792
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
8.8/10 Excellent! (1,019 reviews)
Breakfast area so bright and inviting. Very nice buffet.

Reviewed on Jun 19, 2026

Milwaukee County 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 CA $223 per night from Jun 29 to Jun 30
CA $223
CA $263 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (1,545 reviews)
"Casino was large with plenty of slots. Limited table games. Food at court was average but pricey. Our room was semi-clean. Controllers and other items were sticky. A lot of rooms on our floor had doors adjar do to painting. So the whole hallway reeked of new paint. I'd give it another shot, maybe ..."

Reviewed on Jun 19, 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 CA $313 per night from Jul 5 to Jul 6
CA $313
CA $369 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,134 reviews)
"Great communication from the hotel manager from the very beginning. The hotel is everything you would expect it to be. Friendly staff, clean rooms, and super comfy beds! Cafe serves Starbucks coffee."

Reviewed on Jun 20, 2026

The Pfister Hotel
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
6401 S 13th Street Milwaukee WI
Fully refundable
The price is CA $156 per night from Jun 28 to Jun 29
CA $156
CA $184 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,012 reviews)
"Not a towel in the room Had to go down get them myself Stayed 3 days no room service Never they again. Hal W"

Reviewed on Jun 19, 2026

Crowne Plaza Milwaukee Airport by IHG
See all 977 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Milwaukee County vacation package cost?
Less than you might think — from as low as CA $582, 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.