Downtown Milwaukee Holidays

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  • Better together

    Save up to S$1,300 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

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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
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Wauwatosa

Travellers come to Wauwatosa for its abundant dining options, and you can see top attractions like Mayfair Mall and The Mayfair Collection while you're in town.

Find hotels in Wauwatosa

Top hotels in Downtown Milwaukee

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 S$333 per night from 14 Jun to 15 Jun
S$333
14 Jun - 15 Jun
includes taxes & fees
9.6/10 Exceptional! (2,113 reviews)
"Room was clean and onsite dining was quality"

Reviewed on 1 Jun, 2026

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 S$288 per night from 7 Jun to 8 Jun
S$288
7 Jun - 8 Jun
includes taxes & fees
9.8/10 Exceptional! (2,634 reviews)
"We love staying here for our anniversary every year! Awesome staff! Doua was super helpful and we will be back!"

Reviewed on 1 Jun, 2026

Saint Kate - The Arts 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 S$193 per night from 30 Jun to 1 Jul
S$193
30 Jun - 1 Jul
includes taxes & fees
9.6/10 Exceptional! (2,239 reviews)
"i loved everything about it."

Reviewed on 2 Jun, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 410 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.

Frequently asked questions

How much does a Downtown Milwaukee holiday package cost?
Our Downtown Milwaukee packages, which start from just , 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 holiday 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 favourites among lots of travellers.
How far in advance should I book my Downtown Milwaukee holiday?
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 holiday is only clicks away.
Can I choose my airline with a Downtown Milwaukee Expedia holiday 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 holiday package?
Don't stress if you're rethinking your Downtown Milwaukee holiday 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.

Things to do

Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$6
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

S$11
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
Milwaukee Morbid Mirrorlight Ghost Tours

Milwaukee Morbid Mirrorlight Ghost Tours

S$33
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.