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.
Country Inn & Suites by Radisson, West Bend, WI

Country Inn & Suites by Radisson, West Bend, WI

2.5 out of 5
Price was CA $1,318, price is now CA $1,206 per person
CA $1,206
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8/10 Very Good! (891 reviews)
My stay was good, I did book a king suite but it was just a room. I thought the suite consisted of 2 sections but maybe it differs per state. other than that, my stay was comfy.

Reviewed on Apr 21, 2026

Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend

2.5 out of 5
Price was CA $1,327, price is now CA $1,211 per person
CA $1,211
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (594 reviews)
The breakfast is breakfast. It's eggs and Sausage and danishes with juice and milk that the same meals in all hotels. I didn't eat it but it looked and smelled good. I ate cereal and milk. My room was spotless when I got it. Nothing bad to grade on.

Reviewed on Mar 28, 2026

Holiday Inn Express & Suites Port Washington by IHG

Holiday Inn Express & Suites Port Washington by IHG

2.5 out of 5
Price was CA $1,632, price is now CA $1,518 per person
CA $1,518
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (78 reviews)
Clean room, nice cold refrigerator, fresh linens, very comfortable beds, big TV, comfortable desk chair, relaxing hot tub and pool. Staff was friendly and welcoming! Would definitely stay again.

Reviewed on Mar 22, 2026

Cobblestone Hotel & Suites - Hartford

Cobblestone Hotel & Suites - Hartford

2.5 out of 5
Price was CA $1,328, price is now CA $1,252 per person
CA $1,252
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.8/10 Excellent! (431 reviews)
Very comfortable, clean rooms

Reviewed on Apr 16, 2026

Plymouth Suites Hotel

Plymouth Suites Hotel

2 out of 5
Price was CA $1,321, price is now CA $1,250 per person
CA $1,250
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
7.4/10 Good! (28 reviews)
Coffee cup lids would be helpful. Different hand soap . Greatly appreciated full refrigerator so we could keep our ice packs frozen.

Reviewed on Mar 14, 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 3 to May 4
CA $203
CA $240 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,444 reviews)
Very nice room. Somewhat limited dining the night I was there - I didn’t realize that some restaurants were not open every night of the week.

Reviewed on Apr 29, 2026

Potawatomi Hotel & Casino
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 $202 per night from May 25 to May 26
CA $202
CA $238 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,082 reviews)
The service at the bar was terrible. Breakfast was also not well organized. They were out of all protein. Aka Bacon, ham and sausage

Reviewed on Apr 29, 2026

The Iron Horse Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
The price is CA $175 per night from May 10 to May 11
CA $175
CA $206 total
May 10 - May 11
includes taxes & fees
9.6/10 Exceptional! (2,176 reviews)
No complaints, not super fancy but nice, great location and easy parking.

Reviewed on Apr 29, 2026

Drury Plaza Hotel Milwaukee Downtown
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.
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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 $1,206, 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.