Milwaukee County Vacation Packages

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

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Top Milwaukee County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

3 out of 5
Price was CA $1,067, price is now CA $906 per person
CA $906
per person
Jun 29 - Jul 4
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.4/10 Exceptional! (168 reviews)
This is a newer property. Its a joint Residence Inn and Courtyard. Our room was immaculately clean and had a great layout. There was free underground parking attached to the hotel. Breakfast was delicious and had lots of selection. Front desk staff was friendly and knowledgeable. The only complaint I have is the flashing smoke detector right over the bed is distracting for insomniacs like me. Overall though I highly recommended this hotel!

Reviewed on May 9, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,936, price is now CA $1,340 per person
CA $1,340
per person
Jun 29 - Jul 4
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,639 reviews)
Enjoyed our stay! Room was wonderful, clean and very comfortable. We had an event at the Pabst theater and we were able to get there without leaving the building. Many restaurants around either walking distance or short Uber ride away. Would definitely stay again.

Reviewed on May 8, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,342, price is now CA $1,039 per person
CA $1,039
per person
Jun 29 - Jul 4
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,452 reviews)
I decided on a whim to stay at this hotel instead of closer to my venue. After my stay, I wish I could’ve stayed multiple nights. The room was absolutely gorgeous. I don’t think I’ve ever stayed in as nice as clean or as fancy of a hotel as this room was if I could give it 10 stars, I would definitely five the staff was friendly. The place was extremely clean. The elevators were even friendly as they had a very soothing voice and took me right to the level I needed to just by scanning my badge. I really didn’t wanna leave.

Reviewed on May 8, 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 $203 per night from May 12 to May 13
CA $203
CA $239 total
May 12 - May 13
includes taxes & fees
9.2/10 Wonderful! (1,464 reviews)
Room was very clean. Check in and check out process was quick.

Reviewed on May 8, 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 $233 per night from May 31 to Jun 1
CA $233
CA $274 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (2,107 reviews)
Historic place in a great location.

Reviewed on May 10, 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 CA $233 per night from May 31 to Jun 1
CA $233
CA $275 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,113 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 May 10, 2026

The Iron Horse Hotel
See all 991 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.
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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 $906, 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.