Downtown Milwaukee Vacation Packages

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Top Holiday Package Deals in Downtown Milwaukee

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was CA $859, price is now CA $685 per person
CA $685
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.4/10 Very Good! (1,002 reviews)
It was a wonderful experience. The staff was super friendly and kind. We found it kid friendly and felt safe.

Reviewed on Aug. 15, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $1,225, price is now CA $974 per person
CA $974
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.4/10 Exceptional! (1,012 reviews)
Clean room and Friendly staff

Reviewed on Aug. 28, 2025

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was CA $1,430, price is now CA $1,166 per person
CA $1,166
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9/10 Wonderful! (1,333 reviews)
The rooms are very nice and clean. I liked that they had adjoining rooms for two families. Easy uber picked to go to Summerfest grounds.

Reviewed on Aug. 25, 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,172, price is now CA $964 per person
CA $964
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.6/10 Exceptional! (1,707 reviews)
Beautiful hotel! The Blu Bar on the 23rd floor was incredible! Highly recommend staying here!

Reviewed on Aug. 28, 2025

Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport

3 out of 5
Price was CA $900, price is now CA $745 per person
CA $745
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,001 reviews)
Beds were so comfortable. Rooms spacious and clean. All of the workers were super nice! Definetly would stay again.

Reviewed on Aug. 10, 2025

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
Milwaukee County Zoo which includes zoo animals and dangerous animals as well as a family

Wauwatosa

2 out of top 10 points of interest in this area

Wauwatosa is known for its abundant dining options, and you can plan a trip to Milwaukee County Zoo and Mayfair Mall while you're in town.

Find hotels in Wauwatosa

Downtown Milwaukee Hotel Deals

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Sep 2 to Sep 3
CA $176
CA $207 total
Sep 2 - Sep 3
includes taxes & fees
Drury Plaza Hotel Milwaukee Downtown
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 $255 per night from Sep 21 to Sep 22
CA $255
CA $300 total
Sep 21 - Sep 22
includes taxes & fees
The Pfister Hotel
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 $229 per night from Sep 21 to Sep 22
CA $229
CA $270 total
Sep 21 - Sep 22
includes taxes & fees
9.6/10 Exceptional! (2,397 reviews)
"The staff was very helpful and friendly."

Reviewed on Aug. 25, 2025

Saint Kate - The Arts Hotel
See all 446 properties in Downtown Milwaukee
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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Downtown Milwaukee vacation package cost?
Our Downtown Milwaukee packages, which start from just CA $685, 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.

Discover the most popular places to visit in Downtown Milwaukee

Milwaukee City Hall

Milwaukee City Hall

Explore this Milwaukee landmark on an informative tour or simply appreciate its ornate Flemish Renaissance Revival architecture from the forecourt park.

Milwaukee City Hall

Things to do

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

CA $7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

CA $36
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
2 Hour Milwaukee Scavenger Hunt Game

Milwaukee Scavenger Hunt Walking Tour and Game

CA $67
per adult
Milwaukee Scavenger Hunt Walking Tour and Game
See all activities in Milwaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.