Downtown Milwaukee 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
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Downtown Milwaukee

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel
The Pfister Hotel
Saint Kate - The Arts Hotel
Abbey Resort and Avani Spa
Potawatomi Hotel & Casino

Where to stay in Downtown Milwaukee

Find the best Downtown Milwaukee areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Milwaukee

Downtown Milwaukee Hotel Deals

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 $252 per night from Jul 5 to Jul 6
CA $252
CA $297 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,152 reviews)
"Beautiful classic hotel"

Reviewed on Jun 28, 2026

The Pfister Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Jul 5 to Jul 6
CA $182
CA $214 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,269 reviews)
"I stayed there last week, bad experience. This week it was great! Chargers worked, ice machine worked, great quiet non-adjoining room, great view, always wonderful staff!"

Reviewed on Jun 28, 2026

Drury Plaza Hotel Milwaukee Downtown
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $238 per night from Jul 5 to Jul 6
CA $238
CA $281 total
Jul 5 - Jul 6
includes taxes & fees
9.8/10 Exceptional! (2,648 reviews)
"This hotel and the staff were fantastic from reservations all the way through check-out! Nacho and Fernanda at the front desk were great! The champagne welcome at check-in was a great way to kick off our anniversary night! The room was very clean and everything was in good order and full of unique ..."

Reviewed on Jun 28, 2026

Saint Kate - The Arts Hotel
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 Downtown Milwaukee vacation package cost?
Our Downtown Milwaukee packages, which start from just CA $1,122, are an awesome way to save big bucks. Pick and choose your preferred flights, hotels and rental cars to create your dream itinerary.
How do I get a cheap travel package to Downtown Milwaukee?
Our Downtown Milwaukee vacation packages offer plenty of savings for the savvy globetrotter. For the best deals, simply bundle your flights, hotels and extras (such as activities) into one neat package. But great bargains are only the start of your next awesome adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotel options all over the world to pick from. No matter your style or budget, there's a package here just for you.
Where should I stay in Downtown Milwaukee?
A trip to Downtown Milwaukee isn't complete until you've seen Milwaukee Art Museum and American Family Field. Book a hotel right nearby so you can easily access these awesome sights.
What are the top hotels in Downtown Milwaukee?
If this will be your first time in Downtown Milwaukee, make a reservation at Tru By Hilton Milwaukee Downtown, WI or Home2 Suites by Hilton Milwaukee Downtown. Both hotels have good amenities and are favorites among lots of travelers.
How far in advance should I book my Downtown Milwaukee vacation?
It can be hard to know exactly when the best time is to book your trip to Downtown Milwaukee. But usually the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels up to a year prior to departure. If you're hoping for a last-minute getaway, no need to panic! There are fabulous bargains advertised on Expedia every day.
What does an Expedia Downtown Milwaukee travel package include?
Select from any combination of hotels, rental cars and flights. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That's easy to do too. The choice is all yours when it comes to crafting your perfect Downtown Milwaukee escape.
What should I know before booking a Downtown Milwaukee travel package?
Find deals that suit your budget with an Expedia package. Airfares, hotels, rental cars — we have them all. You'll save a packet just for bundling your bookings. Whether you're embarking on an adventure in the snow or sipping cocktails on a beach, your dream vacation is only clicks away.
Can I choose my airline with a Downtown Milwaukee Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to select from worldwide. With such a huge range of choice, finding the right carrier to take you to Downtown Milwaukee will be a breeze.
If I'm not able to travel, can I cancel my Downtown Milwaukee vacation package?
Don't stress if you're rethinking your Downtown Milwaukee vacation package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We know life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Stay near popular Downtown Milwaukee attractions

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.