Milwaukee County Vacations & Trips 2026 from CA $1,390

Top Milwaukee County Vacation Deals

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

Candlewood Suites Milwaukee Airport by IHG

CA $1,390

per person

Dec 13 - Dec 20

found 1 day ago

Roundtrip flight included

Thunder Bay (YQT) to Milwaukee (MKE)

8.6/10 Excellent! (502 reviews)

The Pfister Hotel

Downtown Milwaukee

CA $1,961

per person

Dec 13 - Dec 20

found 1 day ago

Roundtrip flight included

Thunder Bay (YQT) to Milwaukee (MKE)

9.6/10 Exceptional! (2,299 reviews)

Beautiful hotel. Friendly staff

Reviewed on Nov 8, 2026

The Iron Horse Hotel

Fifth Ward

CA $1,757

per person

Dec 13 - Dec 20

found 1 day ago

Roundtrip flight included

Thunder Bay (YQT) to Milwaukee (MKE)

9.2/10 Wonderful! (1,378 reviews)

Thank you again. Iron horse is the place to stay in MIL

Reviewed on Nov 8, 2026

Potawatomi Hotel & Casino

Menomonee River Valley

CA $1,907

per person

Dec 13 - Dec 20

found 1 day ago

Roundtrip flight included

Thunder Bay (YQT) to Milwaukee (MKE)

9.2/10 Wonderful! (1,816 reviews)

Love it

Reviewed on Nov 7, 2026

County Clare Irish Hotel & Pub

Downtown Milwaukee

CA $1,715

per person

Dec 13 - Dec 20

found 1 day ago

Roundtrip flight included

Thunder Bay (YQT) to Milwaukee (MKE)

9.6/10 Exceptional! (1,001 reviews)

Milwaukee County Hotel Deals

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $112

CA $132 total

Nov 23 - Nov 24

includes taxes & fees

8.6/10 Excellent! (1,583 reviews)

"This hotel is old and badly needs renovation. It looks and feels tired, both the room and the lobby. During our check in, we felt the young woman checking us in must be on her first day (if so, I give her lots of leeway for trying) as she was clueless. couldn't even find our reservation, couldn't ..."

Reviewed on Nov 8, 2026

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $157

CA $185 total

Dec 3 - Dec 4

includes taxes & fees

9.6/10 Exceptional! (2,445 reviews)

"This was our first time staying there. We’ll be back."

Reviewed on Nov 8, 2026

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

CA $281

CA $331 total

Nov 29 - Nov 30

includes taxes & fees

9.6/10 Exceptional! (2,293 reviews)

"Beautiful hotel. Friendly staff"

Reviewed on Nov 8, 2026

See all 948 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 CA $1,390, 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.

Stay near popular Milwaukee County attractions

A sign for Miller Park, home of the Milwaukee Brewers, with a baseball and stars.

American Family Field

9.0/10 (2,832 reviews)

Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.

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