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.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (391 reviews)
Nice, comfortable beds. Check in was easy, and there are a few parking spots in the back. Great neighborhood. The shades in the room are not darkening and light comes in very early so be ready to start your day when the sun rises. There is no continental breakfast, only a community kitchen for you to make your own food.

Reviewed on Jul. 10, 2025

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (268 reviews)
Unique, boutique hotel. Very nice

Reviewed on Jul. 2, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.4/10 Exceptional! (1,006 reviews)
Denied VIP for both discount on meal and upgrade.

Reviewed on Jul. 23, 2025

Renaissance Milwaukee West Hotel

Renaissance Milwaukee West Hotel

4 out of 5
Wauwatosa
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (737 reviews)
Great rooms and overall experience.

Reviewed on Jul. 7, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,368 reviews)
Wonderful choice in a great mid western town; surrounded by art galleries within, popular lobby bar/lounge, nice gym, breakfast on upper floor Has a boutique hotel feel, responsive helpful staff plan to Return in Sept and I never stay in same place twice!!

Reviewed on Jul. 23, 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

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 Aug 18 to Aug 19
CA $252
CA $297 total
Aug 18 - Aug 19
includes taxes & fees
9.4/10 Exceptional! (1,677 reviews)
Great location and beautiful building
"Hotel is beautiful and rooms are very nice. Bar and restaurant were really good too. Service was not great from hotel staff but would still stay here again."

Reviewed on Jul. 23, 2025

The Pfister Hotel
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 $173 per night from Jul 31 to Aug 1
CA $173
CA $204 total
Jul 31 - Aug 1
includes taxes & fees
9.6/10 Exceptional! (1,826 reviews)
"Breakfast was great every morning. Evening kick back hour great as well. Pool and hot tub"

Reviewed on Jul. 21, 2025

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 $231 per night from Aug 3 to Aug 4
CA $231
CA $273 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (2,374 reviews)
"After a 5 day stay, I’d say this is a gem of a hotel. The food at Aria is exceptional. The art work all around is visually wonderful. There are many little details around the hotel rooms that are obvious someone put lots of thought into choosing everything that’s put in a room. The pizza at Proof ..."

Reviewed on Jul. 21, 2025

Saint Kate - The Arts Hotel
See all 524 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 $949, 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.