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.
The Pfister Hotel
Downtown Milwaukee
CA $1,014
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.6/10 Exceptional! (2,200 reviews)
The Pfister Hotel in Milwaukee was an exceptional stay from start to finish. The hotel has a rare blend of historic elegance, comfort, and true hospitality that makes it feel like more than just a place to sleep. From the moment I arrived, the property felt polished, timeless, and welcoming, with beautiful details throughout and a level of care that shows.
The location is excellent. It is centrally located, making it easy to enjoy downtown Milwaukee, restaurants, business meetings, and nearby attractions without feeling removed from the city. The hotel itself also offers great dining options, which made the stay even more convenient and enjoyable.
What stood out most was the atmosphere. The Pfister feels refined without being pretentious, historic without feeling outdated, and impressive without trying too hard. The rooms were comfortable, the service was professional, and the entire experience felt thoughtfully managed.
I would highly recommend The Pfister to anyone visiting Milwaukee who wants a hotel with character, elegance, great food, and a prime location. It is a memorable property and one I would gladly return to.
Reviewed on Aug 14, 2026
Landing Apartments at Mayfair Collection
Wauwatosa
CA $1,221
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
10/10 Exceptional! (4 reviews)
Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance.
We highly recommend staying here and will definitely be returning for a longer extended stay!
Reviewed on May 21, 2026
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
West Allis
1 out of top 10 points of interest in this area
West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.
Wauwatosa
1 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 Mayfair Mall and The Mayfair Collection while you're in town.
East Town
East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Veteran's Park. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.
Historic Third Ward
Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop.
Westown
2 out of top 10 points of interest in this area
While visiting Westown, you might make a stop by sights like Miller High Life Theatre and UW–Milwaukee Panther Arena.
Downtown Milwaukee Hotel Deals
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
CA $201
CA $237 total
Sep 13 - Sep 14
includes taxes & fees
9.6/10 Exceptional! (2,213 reviews)
"The Pfister Hotel in Milwaukee was an exceptional stay from start to finish. The hotel has a rare blend of historic elegance, comfort, and true hospitality that makes it feel like more than just a place to sleep. From the moment I arrived, the property felt polished, timeless, and welcoming, with ..."
Reviewed on Aug 14, 2026
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $178
CA $209 total
Sep 3 - Sep 4
includes taxes & fees
9.6/10 Exceptional! (2,340 reviews)
"Great place to stay. I would recommend to anyone."
Reviewed on Aug 14, 2026
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $207
CA $245 total
Sep 8 - Sep 9
includes taxes & fees
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 $973, 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
Photo by Dailey Adventurers
Milwaukee Public Market
9.4/10 (589 reviews)
You can search for that perfect souvenir at Milwaukee Public Market during your trip to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Pabst Theater
9.2/10 (211 reviews)
You can enjoy a show at Pabst Theater during your stay in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
Milwaukee City Hall
8.2/10 (12 reviews)
Explore this Milwaukee landmark on an informative tour or simply appreciate its ornate Flemish Renaissance Revival architecture from the forecourt park.
Photo by TWEST
Cathedral Square
9.8/10 (11 reviews)
Explore the great outdoors at Cathedral Square, a lovely green space in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
Bronze Fonz
8.6/10 (12 reviews)
You can find out about the history of Milwaukee with a trip to Bronze Fonz. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
Marcus Performing Arts Center
9.8/10 (67 reviews)
Enjoy a stop at Marcus Performing Arts Center, an entertaining place to visit in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
US Bank Center
7.0/10 (4 reviews)
US Bank Center is just one of the places to see in Milwaukee, so why not enjoy the other things to explore during your travels? Stroll along the area's riverfront or experience its acclaimed art scene.
Cass Street Park
Explore the great outdoors at Cass Street Park, a lovely green space in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
CA $143
per adult
Small Group Kayak Tour of Skyline in Milwaukee
CA $117
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.